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Cooperative Catalytic Reactions Using Organocatalysts and Transition‐Metal Catalysts: Enantioselective Propargylic Alkylation of Propargylic Alcohols with Aldehydes
Author(s) -
Ikeda Masahiro,
Miyake Yoshihiro,
Nishibayashi Yoshiaki
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.201002591
Subject(s) - enantioselective synthesis , alkylation , catalysis , diastereomer , chemistry , amine gas treating , organic chemistry , transition metal , organocatalysis , medicinal chemistry
Working together : The title reaction proceeds in the presence of a thiolate‐bridged diruthenium complex ( 2 ) and a secondary amine ( 1 ) to give the corresponding propargylic alkylated products in excellent yields as a mixture of two diastereoisomers, each with high enantioselectivity. The two catalysts activate propargylic alcohols and aldehydes, respectively, and cooperatively promote the enantioselective reaction.