Asian Journal of Organic Chemistry
Copyright © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
January 20, 2014
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Recently Published Articles
- Organocatalytic Asymmetric Condensation/Keto–Enol Tautomerization Tandem Reaction: Access to Cyclobutanone α-Amino Acid Ester Derivatives (pages 378–381)
Angelo Frongia, Nicola Melis, Ilaria Serra, Francesco Secci, Pier Paolo Piras and Pierluigi Caboni
Article first published online: 22 APR 2014 | DOI: 10.1002/ajoc.201400020
Be there or be cyclobutanone: Direct access to cyclobutanone α-amino acid ester derivatives via a tandem condensation/keto–enol tautomerization reaction was developed. The reaction gives moderate to high yields and diastereoselectivity.
- Phosphine-Initiated General-Base-Catalyzed Quinolone Synthesis (pages 453–457)
San Khong and Prof. Dr. Ohyun Kwon
Article first published online: 22 APR 2014 | DOI: 10.1002/ajoc.201402039
A clear quin-ner: A Ph3P-catalyzed procedure provides access to 3-aroyl-4-quinolones and methyl 4-quinolone-3-carboxylate esters from S-phenyl 2-(N-tosylamido)benzothioates and activated alkynes. The initial addition of Ph3P to the activated alkyne likely generates the phosphonium enoate zwitterion, which is the strong base that initiates the reaction. EWG=electron-withdrawing group; Ts=p-toluenesulfonyl.
- Remarkable Enhancement of the Rate of the Intramolecular Morita–Baylis–Hillman Reaction by the Combination of a Nucleophilic Catalyst and 1,3-Diphenyl-2-thiourea (pages 437–441)
Dr. Hiroki Mandai, Keita Shimowaki, Dr. Koichi Mitsudo and Prof. Dr. Seiji Suga
Article first published online: 22 APR 2014 | DOI: 10.1002/ajoc.201402001
We have developed an intramolecular Morita-Baylis–Hillman reaction by combining a catalytic amount of readily available nucleophilic catalyst (4-dimethylaminopyridine (DMAP), 4-pyrrolidinopyridine (PPY), or PBu3) and 1,3-diphenyl-2-thiourea in acetone at room temperature to give the desired MBH products in good to high yields within a few hours. 1,3-Diphenyl-2-thiourea has a positive impact on the acceleration of the reaction.
- Enantioselective Hydrogenation of the Double Bond of Exocyclic α,β-Unsaturated Carbonyl Compounds Catalyzed by Iridium/H8-BINOL-Derived Phosphine-Oxazoline Complexes
Dr. Qing Li, Pin Wan, Yuwei He, Yougui Zhou, Lanning Li, Bin Chen, Kun Duan, Dr. Rihui Cao, Prof. Zhongyuan Zhou and Prof. Dr. Liqin Qiu
Article first published online: 16 APR 2014 | DOI: 10.1002/ajoc.201402011
PHOX-y lady: H8-BINOL-derived phosphine-oxazolines (PHOX) complexed with iridium were successfully applied for the asymmetric hydrogenation of the carbon–carbon double bond of exocyclic α,β-unsaturated carbonyl compounds. The reactions provided α-chiral cyclic ketones, lactones, and lactams in high yields and good to excellent enantioselectivity of up to 95 % ee. Bn=benzyl.
- Tripodal Fluorescent Sensor for Encapsulation-Based Detection of Picric Acid in Water
Rahul Kumar, Sana Sandhu, Dr. Prabhpreet Singh, Prof. Dr. Geeta Hundal, Prof. Dr. Maninder Singh Hundal and Prof. Dr. Subodh Kumar
Article first published online: 16 APR 2014 | DOI: 10.1002/ajoc.201402008
Explosive results: The encapsulation of picrate anions in a preorganized tripodal 1-(4-biphenyl)benzimidazolium-based chemosensor results in a sensitivity for sensing picrate anions down to 1 nM concentration in aqueous buffer and 137 ag cm−2 by using a contact-mode method.