Enantioselective Reduction of Aliphatic Ketones Using Oxazaborolidine Catalyst Generated In Situ from Chiral Lactam Alcohol and Phenoxyborane

Oxazaborolidine catalyst generated in situ from chiral lactam alcohol 3 and p-iodophenoxyborane at room temperature was found to catalyze the enantioselective borane reduction of various prochiral aliphatic ketones at −20 °C with high enantioselectivity up to 98% ee.

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Bibliographic Details
Published in:Chemistry letters 2009-07, Vol.38 (7), p.722-723
Main Authors: Kawanami, Yasuhiro, Mikami, Yudai, Hoshino, Katsuhiro, Suzue, Mikiko, Kajihara, Izumi
Format: Article
Language:English
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Description
Summary:Oxazaborolidine catalyst generated in situ from chiral lactam alcohol 3 and p-iodophenoxyborane at room temperature was found to catalyze the enantioselective borane reduction of various prochiral aliphatic ketones at −20 °C with high enantioselectivity up to 98% ee.
ISSN:0366-7022
1348-0715
DOI:10.1246/cl.2009.722