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Catalytic Asymmetric 1,2‐Difunctionalization of Indolenines with α‐(Benzothiazol‐2‐ylsulfonyl) Carbonyl Compounds
Author(s) -
Shao YouDong,
Cheng DaoJuan
Publication year - 2017
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201700187
Subject(s) - chemistry , catalysis , phosphoric acid , optically active , brønsted–lowry acid–base theory , smiles rearrangement , combinatorial chemistry , organocatalysis , enantioselective synthesis , organic chemistry
A novel catalytic asymmetric 1,2‐difunctionalization reaction of indolenines with α‐(benzothiazol‐2‐ylsulfonyl) carbonyl compounds was developed. By employing the strategy of Brønsted acid‐assisted chiral phosphoric acid catalysis, the Mannich addition/Smiles rearrangement cascade occurred smoothly and provided a new family of optically active 1,2‐difunctionalized 2‐substituted indolines in good yields and enantioselectivities.

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