A1 Refereed original research article in a scientific journal
N-Heterocyclic Carbene Catalyzed [4+2] Annulation of Enals via a Double Vinylogous Michael Addition: Asymmetric Synthesis of 3,5-Diaryl Cyclohexenones
Authors: Chen XY, Liu Q, Chauhan P, Li S, Peuronen A, Rissanen K, Jafari E, Enders D
Publisher: WILEY-V C H VERLAG GMBH
Publication year: 2017
Journal: Angewandte Chemie International Edition
Journal name in source: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Journal acronym: ANGEW CHEM INT EDIT
Volume: 56
Issue: 22
First page : 6241
Last page: 6245
Number of pages: 5
ISSN: 1433-7851
DOI: https://doi.org/10.1002/anie.201702881
Abstract
A strategy for the N-heterocyclic carbene (NHC) catalyzed asymmetric synthesis of 3,5-diaryl substituted cyclohexenones has been developed via oxidative [4+2] annulation of enals and alkenylisoxazoles. It is the first example of using NHC organocatalysis in a double vinylogous Michael type reaction, a challenging but highly desirable topic. This unprecedented protocol affords good yields as well as high to excellent diastereo- and enantioselectivities.
A strategy for the N-heterocyclic carbene (NHC) catalyzed asymmetric synthesis of 3,5-diaryl substituted cyclohexenones has been developed via oxidative [4+2] annulation of enals and alkenylisoxazoles. It is the first example of using NHC organocatalysis in a double vinylogous Michael type reaction, a challenging but highly desirable topic. This unprecedented protocol affords good yields as well as high to excellent diastereo- and enantioselectivities.
UTU Research Portal