Asymmetric Michael Addition/Intramolecular Cyclization Catalyzed by Bifunctional Tertiary Amine–Squaramides: Construction of Chiral 2‐Amino‐4 H ‐chromene‐3‐Carbonitrile Derivatives | Zendy

Gao Yu | Zendy; Du DaMing | Zendy

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Asymmetric Michael Addition/Intramolecular Cyclization Catalyzed by Bifunctional Tertiary Amine–Squaramides: Construction of Chiral 2‐Amino‐4 H ‐chromene‐3‐Carbonitrile Derivatives

Author(s) -

Gao Yu,

Du DaMing

Publication year - 2014

Publication title -

chemistry – an asian journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.18

H-Index - 106

eISSN - 1861-471X

pISSN - 1861-4728

DOI - 10.1002/asia.201402567

Subject(s) - squaramide , bifunctional , malononitrile , michael reaction , intramolecular force , catalysis , chemistry , amine gas treating , tertiary amine , enantioselective synthesis , organic chemistry , organocatalysis , medicinal chemistry

The efficient asymmetric Michael addition/intramolecular cyclization of malononitrile with dienones catalyzed by a chiral bifunctional tertiary amine–squaramide catalyst for the synthesis of chiral 2‐amino‐4 H ‐chromene‐3‐carbonitrile derivatives was developed. The corresponding products were obtained in good to excellent yields (up to 99 %) with excellent enantioselectivities (up to 98 % ee ) for most of the bisarylidenecyclopentanones.

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