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In Situ Preparation of Chiral Bifunctional Catalysts and Their Application to Asymmetric Michael Addition Reactions
Author(s) -
Moteki Shin A.,
Kirira Peter Gakio,
Arimitsu Satoru,
Maruoka Keiji
Publication year - 2012
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201200040
Subject(s) - bifunctional , chemistry , conjugate , catalysis , michael reaction , in situ , bifunctional catalyst , organic chemistry , combinatorial chemistry , diamine , enantioselective synthesis , organocatalysis , polymer chemistry , mathematical analysis , mathematics
Combine and conquer! The asymmetric conjugate addition of α‐chloro aldehydes to vinyl sulfones catalyzed by chiral bifunctional catalysts is described. Two acid additives were mixed with a trans ‐diamine‐based organocatalyst precursor to create a highly efficient bifunctional catalyst in situ. Each additive either activates the Michael acceptor or modifies the chiral environment, which gives high yields and enantioselectivity. Tf=trifluoromethansulfonate.