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Asymmetric Iron‐Catalyzed Hydrosilane Reduction of Ketones: Effect of Zinc Metal upon the Absolute Configuration
Author(s) -
Inagaki Tomohiko,
Ito Akihiro,
Ito Junichi,
Nishiyama Hisao
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.201005363
Subject(s) - enantiomer , catalysis , zinc , chemistry , absolute configuration , enantiomeric excess , alcohol , metal , reduction (mathematics) , combinatorial chemistry , computer science , enantioselective synthesis , stereochemistry , organic chemistry , mathematics , geometry
Just a little bit : The 1 /FeCl 2 complex was activated in the presence of Zn and exhibited catalytic activity for the hydrosilane reduction of ketones to give the S‐ configured alcohol. In contrast, the mixed‐catalyst system of 1 and Fe(OAc) 2 provides the R enantiomer. This approach provides both enantiomers from a single chiral source by the addition of a small amount of Zn.