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- Title
N-Heterocyclic Carbene Catalyzed [4+2] Annulation of Enals via a Double Vinylogous Michael Addition: Asymmetric Synthesis of 3,5-Diaryl Cyclohexenones.
- Authors
Chen, Xiang ‐ Yu; Liu, Qiang; Chauhan, Pankaj; Li, Sun; Peuronen, Anssi; Rissanen, Kari; Jafari, Ehsan; Enders, Dieter
- 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.
- Subjects
HETEROCYCLIC compounds; CARBENES; ANNULATION; MICHAEL reaction; CYCLOHEXENONES
- Publication
Angewandte Chemie, 2017, Vol 129, Issue 22, p6337
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201702881