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Catalytic Generation of Indium Hydride in a Highly Diastereoselective Reductive Aldol Reaction
Author(s) -
Shibata Ikuya,
Kato Hirofumi,
Ishida Tatsuya,
Yasuda Makoto,
Baba Akio
Publication year - 2004
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.200352738
Subject(s) - aldol reaction , hydride , catalysis , indium , chemistry , organic chemistry , combinatorial chemistry , hydrogen
A one‐pot synthesis of β‐hydroxyketones has been achieved by the reductive aldol reaction of enones and aldehydes in the presence of Et 3 SiH and a catalytic amount of InBr 3 (see scheme). The reaction is highly diastereoselective and no reduction of the starting aldehydes occurs. This method is superior to conventional reductive aldol reactions in terms of applicability to a wide range of enones and aldehydes.