European Journal of Organic Chemistry

Cover image for Vol. 2017 Issue 35

Early View (Online Version of Record published before inclusion in an issue)

Editor: Haymo Ross, Deputy Editor: Anne Nijs

Impact Factor: 2.834

ISI Journal Citation Reports © Ranking: 2016: 19/59 (Chemistry Organic)

Online ISSN: 1099-0690

Associated Title(s): Advanced Synthesis & Catalysis, Asian Journal of Organic Chemistry

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  1. 1 - 39
  1. Microreviews

    1. Prins Spirocyclization

      Recent Advances in Prins Spirocyclization

      B. V. Subba Reddy, Preethi Narayanan Nair, Aneesh Antony and Nikhil Srivastava

      Version of Record online: 19 SEP 2017 | DOI: 10.1002/ejoc.201700633

      Thumbnail image of graphical abstract

      Application of the Prins cyclization to the synthesis of spirocylic networks has made substantial progress recently. Spiro motifs are found in many natural products with promising biorelevance and are increasingly being incorporated in drug candidates. Further, various spirocyclic chiral ligands have shown promise in asymmetric synthesis.

  2. Full Papers

    1. Glycosylation

      You have free access to this content
      Synthesis of Isotope-Labeled Deoxynivalenol-15-O-Glycosides

      Julia Weber, Philipp Fruhmann, Christian Hametner, Alois Schiessl, Georg Häubl, Johannes Fröhlich and Hannes Mikula

      Version of Record online: 19 SEP 2017 | DOI: 10.1002/ejoc.201700934

      Thumbnail image of graphical abstract

      An efficient and fast procedure for the synthesis of 15-O-glycosides of deoxynivalenol (DON) was developed, allowing access to isotope-labeled compounds. By using this method, DON-15-O-β-d-[13C6]glucoside and DON-15-O-β-[13C6]gentiobioside were prepared in reasonable amounts for characterization and use as reference materials for further investigations.

  3. Front Cover

    1. Front Cover: A Phosphorus Analogue of Acenaphthylene (Eur. J. Org. Chem. /2017)

      Haiyang Huang, Zhibin Wei, Mincan Wang, Zheng Duan and François Mathey

      Version of Record online: 19 SEP 2017 | DOI: 10.1002/ejoc.201701294

      Thumbnail image of graphical abstract

      The Front Cover shows the thermal splitting of a 7-phosphanorbornene ylide, giving a norbornadiene by-product and a stable 2-methoxy-phosphaalkene. The example shown on the cover is the synthesis of an original 1-phospha-2-methoxyacenaphthylidene, which can serve as a potentially general route to phosphaalkenes. More information can be found in the Full Paper by Z. Duan, F. Mathey et al.

  4. Cover Feature

    1. Cover Feature: Role of Lewis-Base-Coordinated Halogen(I) Intermediates in Organic Synthesis: The Journey from Unstable Intermediates to Versatile Reagents (Eur. J. Org. Chem. /2017)

      Somraj Guha, Imran Kazi, Anuradha Nandy and Govindasamy Sekar

      Version of Record online: 19 SEP 2017 | DOI: 10.1002/ejoc.201701290

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      The Cover Feature shows rays of the rising sun illuminating sea water, a natural source of halogen, and the evolution of halogen(I) species in organic synthesis. This symbolizes the start of a new time period in which halogen(I) species are getting the attention of synthetic chemists. The halogen(I) reagents and intermediates can be categorized into four classes, that is, unstable halonium ions, stable and less-reactive NX-type reagents, highly reactive, polarized covalent-bonded halogen(I) intermediates, and versatile halogen-bonded halogen(I) intermediates with tunable reactivity of the halogen(I) center. More information can be found in the Microreview by G. Sekar et al.

  5. Full Papers

    1. Biocatalytic C-Acylation

      Acyl Donors and Additives for the Biocatalytic Friedel–Crafts Acylation

      Nina G. Schmidt and Wolfgang Kroutil

      Version of Record online: 19 SEP 2017 | DOI: 10.1002/ejoc.201701079

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      A biocatalytic Friedel–Crafts-like acylation is described. The scope of the activating groups of the acetyl donors as well as the influence and effect of amines as additive on the reaction are studied.

  6. Front Cover

    1. You have free access to this content
      Front Cover: A Mechanochemical-Assisted Oxidation of Amines to Carbonyl Compounds and Nitriles (Eur. J. Org. Chem. /2017)

      Silvia Gaspa, Andrea Porcheddu, Antonio Valentoni, Sebastiano Garroni, Stefano Enzo and Lidia De Luca

      Version of Record online: 14 SEP 2017 | DOI: 10.1002/ejoc.201701244

      Thumbnail image of graphical abstract

      The Front Cover shows the collision of balls in an oxidative transformation of primary amines to aldehydes, ketones, and nitriles in a jar. The power generated by the impact is transferred from the balls to the starting materials and enables the reaction to take place. This ball-milling process has proved to be compatible with various functional groups and works with easily accessible starting materials. More information can be found in the Full Paper by L. De Luca et al.

  7. Communications

    1. Continuous-Flow Reactors

      3D-Printed Polypropylene Continuous-Flow Column Reactors: Exploration of Reactor Utility in SNAr Reactions and the Synthesis of Bicyclic and Tetracyclic Heterocycles

      Zenobia X. Rao, Bhaven Patel, Alessandra Monaco, Zi Jing Cao, Marta Barniol-Xicota, Enora Pichon, Mark Ladlow and Stephen T. Hilton

      Version of Record online: 13 SEP 2017 | DOI: 10.1002/ejoc.201701111

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      Low-cost inert polypropylene (PP) continuous-flow reactors were designed and 3D-printed for use in a FlowSyn continuous-flow reactor. Reactor utility was explored in reactions ranging from SNAr reactions to formation of complex heterocycles. It was shown that they are an inexpensive source of reactors for continuous flow, facilitating the synthesis of a range of heterocycles.

  8. Microreviews

    1. Halogen(I) Intermediates

      Role of Lewis-Base-Coordinated Halogen(I) Intermediates in Organic Synthesis: The Journey from Unstable Intermediates to Versatile Reagents

      Somraj Guha, Imran Kazi, Anuradha Nandy and Govindasamy Sekar

      Version of Record online: 11 SEP 2017 | DOI: 10.1002/ejoc.201700916

      Thumbnail image of graphical abstract

      The reactivity and applications of halogen(I) species in organic synthesis are only little studied. The reactivity of a Lewis-base-coordinated halogen(I) species depends on the interaction between halogen and Lewis base. Noncovalent interactions such as halogen bonding are very helpful for generating stabilized intermediates with tunable reactivity. X = Cl, Br, I.

    2. Cycloaddition of N-Alkynes

      Diels–Alder and Formal Diels–Alder Cycloaddition Reactions of Ynamines and Ynamides

      Guillaume Duret, Vincent Le Fouler, Philippe Bisseret, Vincent Bizet and Nicolas Blanchard

      Version of Record online: 8 SEP 2017 | DOI: 10.1002/ejoc.201700986

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      A brief overview of the [4+2] cycloadditions of N-alkynes (ynamines and ynamides) is presented. This journey starts in the 1960s and highlights the potential of these pericyclic reactions in delivering complex nitrogen-containing heterocycles in a single-step fashion.

    3. Organocatalytic Glycosylation

      Recent Advances in Organocatalytic Glycosylations

      Ryan Williams and M. Carmen Galan

      Version of Record online: 8 SEP 2017 | DOI: 10.1002/ejoc.201700785

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      Despite progress in the synthesis of oligosaccharides, the efficient and stereoselective formation of glycosidic bonds by mild, nontoxic, and low-cost methods remains a challenge. This microreview presents recent advances in the application of organocatalysis to carbohydrate chemistry and in particular to the stereoselective synthesis of oligosaccharides.

  9. Full Papers

    1. Multi-Step Flow Chemistry

      Flow-Assisted Synthesis: A Key Fragment of SR 142948A

      Matthew O. Kitching, Olivia E. Dixon, Marcus Baumann and Ian R. Baxendale

      Version of Record online: 8 SEP 2017 | DOI: 10.1002/ejoc.201700904

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      Multi-step flow-assisted synthesis of an advanced hydrazine building block utilized in the preparation of SR 142948A.

  10. Communications

    1. NH-Sulfoximines Flow Synthesis

      A Convenient, Mild, and Green Synthesis of NH-Sulfoximines in Flow Reactors

      Leonardo Degennaro, Arianna Tota, Sonia De Angelis, Michael Andresini, Cosimo Cardellicchio, Maria Annunziata Capozzi, Giuseppe Romanazzi and Renzo Luisi

      Version of Record online: 5 SEP 2017 | DOI: 10.1002/ejoc.201700850

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      We report herein the development of an efficient, convenient, and sustainable continuous-flow strategy for the direct, straightforward preparation of NH-sulfoximines starting either from sulfides or from sulfoxides. The flow process uses PhI(OAc)2 as the oxidant and aqueous solutions of ammonia as the N source. The flow strategy was found to be more convenient than the conventional batch processing.

  11. Full Papers

    1. Disulfides and Diselenides

      Dialkyl Dicyanofumarates as Oxidizing Reagents for the Conversion of Thiols into Disulfides and Selenols into Diselenides

      Grzegorz Mlostoń, Antonella Capperucci, Damiano Tanini, Róża Hamera-Fałdyga and Heinz Heimgartner

      Version of Record online: 5 SEP 2017 | DOI: 10.1002/ejoc.201701066

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      Dialkyl dicyanofumarates act as efficient hydrogen acceptors towards diverse thiols and selenols to yield the desired disulfides and diselenides, respectively. In most cases, the yields are high to excellent. The only side-products are isomeric dicyanosuccinates formed in 1:1 ratios. A single-electron transfer (SET) mechanism offers a likely explanation for the reaction course.

    2. Radiofluorination

      Quinuclidine and DABCO Enhance the Radiofluorination of 5-Substituted 2-Halopyridines

      Gregory R. Naumiec, Lisheng Cai, Shuiyu Lu and Victor W. Pike

      Version of Record online: 4 SEP 2017 | DOI: 10.1002/ejoc.201700970

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      Quinuclidine and DABCO are the best organic bases identified, to promote the nucleophilic substitution by [18F]fluoride ion in 5-substituted 2-halopyridines (halo = Cl or Br), and to increase the radiochemical yields to practically useful levels (> 15 %). A quaternary ammonium salt was proposed as the reaction intermediate.

  12. Communications

    1. Dynamic Equilibrium | Very Important Paper

      The Effect of Proximal Functionality on the Allylic Azide Equilibrium

      Mary H. Packard, James H. Cox, Victoria P. Suding and Joseph J. Topczewski

      Version of Record online: 1 SEP 2017 | DOI: 10.1002/ejoc.201700693

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      This work describes the first systematic evaluation of proximal functionality's effect on the equilibrium constant of the allylic azide rearrangement. We report three series of allylic azides to describe the equilibrium of hydroxy-crotyl azide.

  13. Full Papers

    1. C–H Functionalization | Very Important Paper

      Synthesis and Anticancer Evaluation of 2,3-Disubstituted Indoles Derived from Azobenzenes and Internal Olefins

      Yongguk Oh, Sang Hoon Han, Neeraj Kumar Mishra, Umasankar De, Junho Lee, Hyung Sik Kim, Young Hoon Jung and In Su Kim

      Version of Record online: 1 SEP 2017 | DOI: 10.1002/ejoc.201701001

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      Azo-directed rhodium(III)-catalysed C–H functionalization and intramolecular annulation reactions between azobenzenes and internal olefins are described. The resulting indoles were evaluated for in-vitro anticancer activity against various human cancer cell lines.

  14. Front Cover

    1. You have free access to this content
      Front Cover: Hydroiodination-Triggered Cascade Reaction with I2/PPh3/H2O: Metal-Free Access to 3-Substituted Phthalides from 2-Alkynylbenzoates (Eur. J. Org. Chem. /2017)

      Shin-ichi Kawaguchi, Kentaro Nakamura, Kotaro Yamaguchi, Yuki Sato, Yuhei Gonda, Masaaki Nishioka, Motohiro Sonoda, Akihiro Nomoto and Akiya Ogawa

      Version of Record online: 1 SEP 2017 | DOI: 10.1002/ejoc.201701210

      Thumbnail image of graphical abstract

      The Front Cover shows a cascade reaction under metal-free conditions. The reaction depicts a waterfall (cascade) and a place that is not usually associated with a metal (forest). Easily available reagents, i.e., triphenylphosphine, iodine, and water, trigger the cascade reaction, which includes desilylation, hydroiodination, cyclization, and reduction to give phthalides from 2-(trimethylsilylalkynyl)benzoates. We acknowledge Tamami Yamaguchi for taking the picture of a waterfall at Plitvice Lakes National Park. More information can be found in the Communication by S.-i. Kawaguchi, A. Ogawa, et al.

  15. Microreviews

    1. C–S Bond Formation

      Sulfenylation of C–H Bonds for C–S Bond Formation under Metal-Free Conditions

      Dao-Qing Dong, Shuang-Hong Hao, Dao-Shan Yang, Li-Xia Li and Zu-Li Wang

      Version of Record online: 28 AUG 2017 | DOI: 10.1002/ejoc.201700853

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      Sulfenylation of C–H bonds has recently come to receive more and more attention. In this Microreview, recent advances in sulfenylation of C–H bonds for C–S bond formation under metal-free conditions are reviewed.

  16. Communications

    1. One-Flow Synthesis

      Scalable Flow Synthesis of [6,6]-Phenyl-C61-butyric Acid Methyl Ester (PCBM) using a Flow Photoreactor with a Sodium Lamp

      Mitsuhiro Ueda, Naoyuki Imai, Shunsuke Yoshida, Hiroshi Yasuda, Takahide Fukuyama and Ilhyong Ryu

      Version of Record online: 25 AUG 2017 | DOI: 10.1002/ejoc.201700745

      Thumbnail image of graphical abstract

      The photoisomerization of a fulleroid to [6,6]-phenyl-C61-butyric acid methyl ester (PCBM) proceeds very efficiently by using a flow photoreactor with an Na lamp. As a result, a scalable synthesis of PCBM is achieved by continuous-flow synthesis (0.79 g/3.3 h).

  17. Microreviews

    1. Supramolecular Catalysis

      The Use of Resorcinarene Cavitands in Metal-Based Catalysis

      Nallusamy Natarajan, Eric Brenner, David Sémeril, Dominique Matt and Jack Harrowfield

      Version of Record online: 24 AUG 2017 | DOI: 10.1002/ejoc.201700725

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      Resorcinarene cavitands are useful in catalysis because: (1) they can create metal confinement and thus make reactions either shape-selective or enhance their rates through supramolecular assistance by the receptor subunit; (2) they can enforce steric interactions with a coordinated metal center and thereby favor carbon–carbon bond forming reactions. This article gives an overview of this area.

    2. Micro-Flow Synthesis

      Integrated Micro-Flow Synthesis Based on Photochemical Wolff Rearrangement

      Shinichiro Fuse, Yuma Otake and Hiroyuki Nakamura

      Version of Record online: 17 AUG 2017 | DOI: 10.1002/ejoc.201700789

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      Wolff rearrangement is one of the most useful transformations in organic synthesis. Preparation of α-diazo carbonyl compounds in situ and their photochemical Wolff rearrangement in integrated micro-flow systems is particularly valuable. The risks associated with diazo compounds are minimized, so the reactions can be accelerated thanks to the increased light penetration efficiency of the photoreactor.

  18. Full Papers

    1. Flow Desulfurization

      A Continuous-Flow Method for the Desulfurization of Substituted Thioimidazoles Applied to the Synthesis of Etomidate Derivatives

      Marcus Baumann and Ian R. Baxendale

      Version of Record online: 16 AUG 2017 | DOI: 10.1002/ejoc.201700833

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      Solids in flow: A flow system using peristaltic pumps was successfully used to pump slurries and provide an efficient and high yielding method to desulfurize thioimidazoles in a continuous fashion.

    2. Amide Anaesthetics

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      Synthesis of Mepivacaine and Its Analogues by a Continuous-Flow Tandem Hydrogenation/Reductive Amination Strategy

      Nícolas S. Suveges, Rodrigo O. M. A. de Souza, Bernhard Gutmann and C. Oliver Kappe

      Version of Record online: 16 AUG 2017 | DOI: 10.1002/ejoc.201700824

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      A tandem, multi-step hydrogenation/reductive amination in a benchtop, continuous-flow hydrogenator affords local anaesthetics of the amino amide family, such as mepivacaine, rac-ropivacaine, and bupivacaine, in good yields.

    3. DNA Synthesis | Very Important Paper

      Solution-Phase Synthesis of Branched Oligonucleotides with up to 32 Nucleotides and the Reversible Formation of Materials

      Alexander Schwenger, Nicholas Birchall and Clemens Richert

      Version of Record online: 15 AUG 2017 | DOI: 10.1002/ejoc.201700686

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      A protocol for the solution-phase synthesis of branched oligodeoxynucleotides was developed that can be scaled up readily and that provides products with the ability to form materials through base pairing.

    4. Fluorinated Heterocycles | Very Important Paper

      Synthesis of N-Nitroso CHF2-Pyrazolines and Their Transformation into CHF2-Isoxazolines and -Pyrazoles

      Pavlo S. Lebed, Johan Fenneteau, Yong Wu, Janine Cossy and Pavel K. Mykhailiuk

      Version of Record online: 15 AUG 2017 | DOI: 10.1002/ejoc.201700803

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      N-Nitroso CHF2-pyrazolines are synthesized from in situ generated difluoromethyldiazomethane (CF2HCHN2), tert-butyl isonitrite (tBuONO), and alkenes. The synthesis of representative CHF2-pyrazoles and CHF2-oxazolines is also performed.

  19. Communications

    1. One-Pot Synthesis | Very Important Paper

      Hydrophobic Magnetic Nanoparticle Assisted One-Pot Liquid-Phase Peptide Synthesis

      Yohei Okada, Hitomi Asama, Hiroki Wakamatsu, Kazuhiro Chiba and Hidehiro Kamiya

      Version of Record online: 14 AUG 2017 | DOI: 10.1002/ejoc.201700697

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      Chemically stable, hydrophobic, magnetic nanoparticles are prepared by using an isocyanate as an anchoring group and are applied to the soluble tag-assisted liquid-phase peptide synthesis of elastin. Couplings and deprotections are effectively performed in the presence of the nanoparticles, and the desired product is rapidly collected as a “magnetic” precipitate, enabling a one-pot procedure.

  20. Full Papers

    1. Opioids

      You have free access to this content
      An Integrated Continuous-Flow Synthesis of a Key Oxazolidine Intermediate to Noroxymorphone from Naturally Occurring Opioids

      Alejandro Mata, David Cantillo and C. Oliver Kappe

      Version of Record online: 14 AUG 2017 | DOI: 10.1002/ejoc.201700811

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      From poppy towards active pharmaceutical ingredients: A telescoped continuous-flow procedure for the preparation of an advanced intermediate for the synthesis of various opioid antagonists from oripavine and thebaine is presented.

  21. Microreviews

    1. Aziridine Carbonylations

      Carbonylation of Aziridines as a Powerful Tool for the Synthesis of Functionalized β-Lactams

      Nicola Piens and Matthias D'hooghe

      Version of Record online: 11 AUG 2017 | DOI: 10.1002/ejoc.201700698

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      In light of the emerging interest in the preparation of azetidin-2-ones via carbonylative methods as a green alternative for the conventional methodologies, a comprehensive overview of different transition metal-promoted aziridine-to-azetidin-2-one carbonylations is provided in this microreview.

    2. Radical Difunctionalization

      Recent Advances in Radical Difunctionalization of Simple Alkenes

      Xing-Wang Lan, Nai-Xing Wang and Yalan Xing

      Version of Record online: 10 AUG 2017 | DOI: 10.1002/ejoc.201700678

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      Radical difunctionalization of simple alkenes, incorporating two functional groups onto a carbon–carbon double bond, is a fascinating methodology for increasing molecular complexity. This has been a rapidly developing area, especially in the last three years. This microreview collects recent advances and provides synthetic methods, catalytic systems, and reaction mechanisms.

    3. C–H Bond Activation

      Amides as Weak Coordinating Groups in Proximal C–H Bond Activation

      Riki Das, Gangam Srikanth Kumar and Manmohan Kapur

      Version of Record online: 8 AUG 2017 | DOI: 10.1002/ejoc.201700546

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      This microreview focuses on the role and utility of amides and anilides in directed, proximal C–H bond functionalization reactions.

  22. Full Papers

    1. Phosphaacenaphthylenes

      A Phosphorus Analogue of Acenaphthylene

      Haiyang Huang, Zhibin Wei, Mincan Wang, Zheng Duan and François Mathey

      Version of Record online: 7 AUG 2017 | DOI: 10.1002/ejoc.201700766

      Thumbnail image of graphical abstract

      The conversion of a λ5-P-ylide into a λ3-phosphaalkene provides the first example of a 1-phosphaacenaphthylene derivative.

  23. Microreviews

    1. Total Synthesis

      Accessing Single Enantiomer Strigolactones: Progress and Opportunities

      Liam J. Bromhead and Christopher S. P. McErlean

      Version of Record online: 4 AUG 2017 | DOI: 10.1002/ejoc.201700865

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      This Microreview highlights the approaches that have been used to access single enantiomer strigolactones. These phytohormones represented an under-investigated class of plant growth promotors. The generation of molecules that affect plant growth and development provides opportunities for synthetic chemists to make lasting contributions to future agricultural and food security.

  24. Communications

    1. Domino Reactions | Very Important Paper

      Hydroiodination-Triggered Cascade Reaction with I2/PPh3/H2O: Metal-Free Access to 3-Substituted Phthalides from 2-Alkynylbenzoates

      Shin-ichi Kawaguchi, Kentaro Nakamura, Kotaro Yamaguchi, Yuki Sato, Yuhei Gonda, Masaaki Nishioka, Motohiro Sonoda, Akihiro Nomoto and Akiya Ogawa

      Version of Record online: 2 AUG 2017 | DOI: 10.1002/ejoc.201700839

      Thumbnail image of graphical abstract

      Phthalides are synthesized in excellent yields by a metal-free cascade reaction from 2-alkynylbenzoates with I2/PPh3/H2O, which are readily available reagents. This reaction includes four steps: desilylation, hydroiodination, cyclization, and reduction.

  25. Full Papers

    1. Mechanochemical Oxidation

      A Mechanochemical-Assisted Oxidation of Amines to Carbonyl Compounds and Nitriles

      Silvia Gaspa, Andrea Porcheddu, Antonio Valentoni, Sebastiano Garroni, Stefano Enzo and Lidia De Luca

      Version of Record online: 1 AUG 2017 | DOI: 10.1002/ejoc.201700689

      Thumbnail image of graphical abstract

      A mild, efficient, metal- and solvent-free oxidation of primary amines to aldehydes, ketones, and nitriles under ball-milling conditions is presented. This method has proved to be compatible with various functional groups and only requires easily accessible starting materials. Simple filtration of the reaction mixture through pads of silica gel affords pure aldehydes, ketones, and nitriles as products.

  26. Microreviews

    1. Radical Dioxygenation

      Recent Advances in Radical Dioxygenation of Olefins

      Raghunath Bag, Pinaki Bhusan De, Sourav Pradhan and Tharmalingam Punniyamurthy

      Version of Record online: 25 JUL 2017 | DOI: 10.1002/ejoc.201700512

      Thumbnail image of graphical abstract

      An overview of recent developments in the vicinal dioxygenation of olefins by radical approaches is presented.

    2. Spirocycles

      Design and Synthesis of Spirocycles

      Sambasivarao Kotha, Nageswara Rao Panguluri and Rashid Ali

      Version of Record online: 24 JUL 2017 | DOI: 10.1002/ejoc.201700439

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      In this personal account, a variety of spirocycles were constructed by sequential use of metathesis and cycloaddition reactions along with different name reactions such as Claisen rearrangement (CR), Grignard addition, Fischer indolization (FI), Suzuki–Miyaura (SM) cross-coupling and the retro-Diels–Alder (rDA) reaction as key steps.

  27. Full Papers

    1. Reaction Quantification

      Rearrangement in Stereoretentive Syntheses of Menthyl Chloride from Menthol: Insight into Competing Reaction Pathways through Component Quantification Analysis

      Lukas Hintermann and Kit Ming Wong

      Version of Record online: 17 JUL 2017 | DOI: 10.1002/ejoc.201700677

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      The surprising retention of configuration and absence of rearrangement in the synthesis of menthyl chloride from menthol has long been taken for granted. Reaction component quantification by means of NMR methods has now revealed a colorful diversity of reaction products. What once was termed “menthyl chloride” may often enough have been a complex assortment.

    2. Direct Sulfonamidation

      Direct Sulfonamidation of Primary and Secondary Benzylic Alcohols Catalyzed by a Boronic Acid/Oxalic Acid System

      Tristan Verdelet, Robert M. Ward and Dennis G. Hall

      Version of Record online: 10 JUL 2017 | DOI: 10.1002/ejoc.201700621

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      A catalytic method was developed for the direct transformation of primary and secondary benzylic alcohols into various sulfonamide products using a mixture of 2,3,4,5-tetrafluorophenylboronic acid and oxalic acid as a co-catalytic system under mild conditions. The gram-scalable reaction affords acceptable to excellent yields of products using relatively benign starting materials.

  28. Microreviews

    1. Organocatalysis

      Asymmetric Supramolecular Organocatalysis: A Complementary Upgrade to Organocatalysis

      Kengadarane Anebouselvy, Kodambahalli S. Shruthi and Dhevalapally B. Ramachary

      Version of Record online: 21 JUN 2017 | DOI: 10.1002/ejoc.201700611

      Thumbnail image of graphical abstract

      Asymmetric supramolecular organocatalysis emerges from many interactions between substrates and catalysts: namely, substrate–catalyst, catalyst–catalyst and substrate–substrate interactions. Here the importance and applications of these interactions in governing both the reactivity and the selectivity of asymmetric organocatalytic reactions as a result of stable pre-transition states are shown.

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