European Journal of Organic Chemistry
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Organic Chemistry Meets Life Sciences
The European Journal of Organic Chemistry covers all aspects of organic chemistry, including the exciting interface to the life sciences. Read the latest articles:
Viktor O. Iaroshenko, Sergii Dudkin, Vyacheslav Ya. Sosnovskikh, Alexander Villinger, Peter Langer
(β-D-Ribofuranosyl)formamidine in the Design and Synthesis of 2-(β-D-Ribofuranosyl)pyrimidines, Including RF-Containing Derivatives [Full Paper]
Eur. J. Org. Chem.2013, 3166–3173.
Eva Schütznerová, Allen G. Oliver, Jaroslav Zajíček, Viktor Krchnák
Polymer-Supported Stereoselective Synthesis of (1S,5S)-6-Oxa-3,8-diazabicyclo[3.2.1]octanes [Full Paper]
Eur. J. Org. Chem.2013, 3158–3165.
Vladimir S. Yarmolchuk, Oleg V. Shishkin, Viktoriia S. Starova, Olga A. Zaporozhets, Olga Kravchuk, Sergey Zozulya, Igor V. Komarov, Pavel K. Mykhailiuk
Synthesis and Characterization of β-Trifluoromethyl-Substituted Pyrrolidines [Full Paper]
Eur. J. Org. Chem.2013, 3086–3093.
Recently Published Articles
- Quantification of the Nucleophilic Reactivities of Ethyl Arylacetate Anions
Francisco Corral-Bautista and Herbert Mayr
Article first published online: 24 MAY 2013 | DOI: 10.1002/ejoc.201300265
The kinetics of the reactions of the anions of ethyl arylacetates with quinone methides and diethyl benzylidenemalonates were investigated in DMSO solution. The resulting rate constants follow the linear free-energy relationship lg k2 = sN(N + E), which allowed us to derive their reactivity parameters N and sN.
- The Reactivity of Arylphosphorus Acid Amides Under Birch Reduction Conditions
Marek Stankevič, Adam Włodarczyk and Damian Nieckarz
Article first published online: 24 MAY 2013 | DOI: 10.1002/ejoc.201300344
Treatment of arylphosphorus acid amides with alkali metal solutions in liquid ammonia results in dearomatisation of the arene fragments and formation of (cyclohexa-1,4-dien-3-yl)phosphorus acid amides. Diarylphosphinic amides tend to undergo Birch reduction of two arene fragments to form bis(cyclohexadienyl)phosphinic amides.
- Palladium-Catalyzed Ring-Opening Alkynylation of Cyclopropenones
Takanori Matsuda and Yusuke Sakurai
Article first published online: 23 MAY 2013 | DOI: 10.1002/ejoc.201300220
The ring-opening alkynylation of cyclopropenones with terminal alkynes is catalyzed by palladium–N-heterocyclic carbene (NHC) complexes to provide alkenyl alkynyl ketones. In contrast, [3+2] annulation to give cyclopentenones occurs if secondary propargylic esters bearing an aryl or alkenyl substituent are used.
- BODIPY Dyes Functionalized with Pendant Cyclic and Acyclic Polyamines
Yulia A. Volkova, Bertrand Brizet, Pierre D. Harvey, Alexey D. Averin, Christine Goze and Franck Denat
Article first published online: 23 MAY 2013 | DOI: 10.1002/ejoc.201300414
The nucleophilic substitution of a 3,5-dichloro-BODIPY derivative with several polyazamacrocycles was investigated. By controlling the BODIPY/macrocycle ratio, some monomeric and dimeric species could be obtained. The photophysical properties of the compounds were studied as was the influence of different cations for one system.
- 1,2-Asymmetric Induction in Diastereoselective Zwitterionic Aza-Claisen Rearrangements: Key Steps in Optically Active Alkaloid Synthesis
Carolin Heescher, Dieter Schollmeyer and Udo Nubbemeyer
Article first published online: 23 MAY 2013 | DOI: 10.1002/ejoc.201300389
The zwitterionic aza-Claisen rearrangement of optially active N-allylpyrrolidines and α-phenoxyacetyl fluorides proceeds with complete internal and complete 1,2-asymmetric induction to generate a new C–C bond adjacent to a chiral C-N-Boc functionality. The resulting γ,δ-unsaturated amides serve as key chiral intermediates for the total synthesis of pyrrolizidine alkaloid derivatives.