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Asymmetric Direct Vinylogous Aldol Reaction of Furanone Derivatives Catalyzed by an Axially Chiral Guanidine Base
Author(s) -
Ube Hitoshi,
Shimada Naoki,
Terada Masahiro
Publication year - 2010
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200906647
Subject(s) - guanidine , aldol reaction , enantioselective synthesis , thio , base (topology) , catalysis , chemistry , combinatorial chemistry , computer science , organic chemistry , mathematics , mathematical analysis
Ace of Base : The first highly enantioselective direct vinylogous aldol reaction of dihalogenated or α‐thio‐substituted furanones with aldehydes utilizes an axially chiral guanidine base catalyst. The method provides facile access to enantioenriched γ‐substituted butenolides.