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- Title
Asymmetric Aza‐Henry Reaction of Indolenines Mediated by a Cinchona‐Alkaloid‐Thiourea Organocatalyst.
- Authors
Shao, You‐Dong; He, Xiu‐Yan; Han, Dan‐Dan; Yang, Xin‐Ru; Yao, Hai‐Bin; Cheng, Dao‐Juan
- Abstract
An organocatalytic asymmetric aza‐Henry reaction of indolenines with nitromethane is presented. By using a Cinchona‐alkaloid‐based thiourea bifunctional organocatalyst, a series of structurally novel and optically active 2‐nitromethyl indolines were afforded in synthetically useful yields (up to 91%) and good to high enantioselectivities (up to 94% ee). The developed protocol provides a powerful approach for the transformation of unactivated five‐membered cyclic aldimines into valuable chiral N‐heterocycles.
- Subjects
NITROMETHANE; ALDIMINES; THIOUREA
- Publication
Asian Journal of Organic Chemistry, 2019, Vol 8, Issue 11, p2023
- ISSN
2193-5807
- Publication type
Article
- DOI
10.1002/ajoc.201900504