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Title: Highly enantio- and diastereoselective reactions of γ-substituted butenolides through direct vinylogous conjugate additions
Authors: Zhang, Wen
Tan, Davin
Lee, Richmond
Tong, Guanghu
Chen, Wenchao
Qi, Baojian
Huang, Kuo-Wei
Tan, Choon-Hong
Jiang, Zhiyong
Keywords: DRNTU::Science::Chemistry
Issue Date: 2012
Source: Zhang, W., Tan, D., Lee, R., Tong, G., Chen, W., Qi, B., et al(2012). Highly Enantio- and Diastereoselective Reactions of γ-Substituted Butenolides Through Direct Vinylogous Conjugate Additions. Angewandte Chemie International Edition, 51(40), 10069-10073.
Series/Report no.: Angewandte chemie international edition
Abstract: The strength of the weak: An L-tert-leucine-derived amine–thiourea catalyst (see scheme, green box) promotes the asymmetric vinylogous conjugate addition reaction between γ-aryl- and alkyl-substituted butenolides with the butenamides and enoates shown. Computational studies show the preference for the observed stereochemistry is a result of favourable weak non-bonding interactions, which stabilize the transition state.
ISSN: 1433-7851
DOI: 10.1002/anie.201205872
Rights: © 2012 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
Fulltext Permission: none
Fulltext Availability: No Fulltext
Appears in Collections:SPMS Journal Articles

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