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Enantioselective Morita‐Baylis‐Hillman Reaction Organocatalyzed by Glucose‐based Phosphinothiourea
Author(s) -
Yang Weihong,
Sha Feng,
Zhang Xin,
Yuan Kui,
Wu Xinyan
Publication year - 2012
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.201200740
Subject(s) - chemistry , enantioselective synthesis , baylis–hillman reaction , allylic rearrangement , bifunctional , yield (engineering) , organic chemistry , catalysis , organocatalysis , materials science , metallurgy
A class of bifunctional phosphinothioureas derived from saccharide was developed as new organocatalysts for the enantioselective Morita‐Baylis‐Hillman reaction between acrylates and aldehydes. With 10 mol% of glucose‐based phosphinothiourea 1d , the allylic alcohols were obtained in up to 96% yield and 83% ee under mild reaction conditions.