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Diastereoselective Reductive Aldol Reaction of Enones to Ketones Catalyzed by Halogenotin Hydride
Author(s) -
Shibata Ikuya,
Tsunoi Shinji,
Sakabe Kumiko,
Miyamoto Shinji,
Kato Hirofumi,
Nakajima Hideto,
Yasuda Makoto,
Baba Akio
Publication year - 2010
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201002108
Subject(s) - aldol reaction , hydride , tin , chemistry , catalysis , combinatorial chemistry , organic chemistry , medicinal chemistry , computer science , hydrogen
It's in the tin : The reductive aldol reaction of enones has been established by the Bu 2 SnClH (cat.)/Ph 2 SiH 2 /MeOH system (see scheme). The reaction of enones with α‐ketoesters or α‐alkoxyketones is highly diastereoselective through a chelation‐controlled mechanism.