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Highly Enantioselective Intramolecular Morita‐Baylis‐Hillman Reaction Catalyzed by Mannose‐Based Thiourea‐phosphine
Author(s) -
Yang Weihong,
Yuan Kui,
Song Hongliang,
Sha Feng,
Wu Xinyan
Publication year - 2015
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.201500468
Subject(s) - chemistry , thiourea , bifunctional , phosphine , intramolecular force , enantioselective synthesis , baylis–hillman reaction , catalysis , organic chemistry , mannose , organocatalysis , medicinal chemistry , combinatorial chemistry
The saccharide‐based chiral bifunctional thiourea‐phosphines were developed as chiral organocatalysts for the intramolecular Morita‐Baylis‐Hillman reaction of ω ‐formyl‐enones. With only 2 mol% of thiourea‐phosphine catalyst 3c , chiral functionalized cyclohexenes were achieved under mild reaction conditions with excellent yields and enantioselectivities.