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Asymmetric M ukaiyama Aldol Reactions Using Chiral Diamine–Coordinated Sn (II) Triflate: Development and Application to Natural Product Synthesis
Author(s) -
Shiina Isamu
Publication year - 2014
Publication title -
the chemical record
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.61
H-Index - 78
eISSN - 1528-0691
pISSN - 1527-8999
DOI - 10.1002/tcr.201300022
Subject(s) - aldol reaction , trifluoromethanesulfonate , diamine , chemistry , total synthesis , lewis acid catalysis , natural product , lewis acids and bases , organic chemistry , catalysis
In 1989, the asymmetric M ukaiyama aldol reaction mediated by a Lewis acid consisting of a chiral diamine and Sn (II) triflate was reported. The asymmetric M ukaiyama aldol reaction is now widely used as a versatile tool for the construction of highly advanced, multifunctionalized molecules. In this P ersonal A ccount, the history of the development of this powerful methodology and the application of the asymmetric M ukaiyama aldol reaction in the synthesis of natural products are reviewed.