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An organic-base catalyzed asymmetric 1,4-addition of tritylthiol to in situ generated aza-o-quinone methides at the H₂O/DCM interface

Author:
Liu, Xianghui, Wang, Kai, Guo, Wengang, Liu, Yan, Li, Can
Source:
Chemical communications 2019 v.55 no.18 pp. 2668-2671
ISSN:
1364-548X
Subject:
catalytic activity, chemical reactions, enantioselectivity, organocatalysts, quinones, solvents
Abstract:
Based on an efficient method for in situ generation of N-o-QM species in the presence of a base, enantioselective catalytic conjugated additions of tritylthiol to in situ generated N-o-QMs are reported. Acid–base bifunctional organocatalyst 4c (10 mol%) enables these transformations with high stereoselectivities (up to 94% ee) using H₂O/DCM as a solvent under mild conditions.
Agid:
6316264