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Catalytic Enantioselective α‐Acylvinyl Anion Reactions of Silyloxyallenes
Author(s) -
Reynolds Troy E.,
Scheidt Karl A.
Publication year - 2007
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.200702818
Subject(s) - enantioselective synthesis , chemistry , catalysis , yield (engineering) , lewis acids and bases , ion , organic chemistry , combinatorial chemistry , stereochemistry , materials science , metallurgy
Alternatives with silicon : The enantioselective Lewis acid catalyzed addition of racemic silyloxyallenes to aldehydes is reported. A {(salen)Cr III } complex efficiently catalyzes the reaction of these α‐acylvinyl anion equivalents (see scheme) with excellent enantioselectivity, high yield, and superb control over the configuration of the resulting double bond.