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Asymmetric borane reduction of prochiral ketones catalyzed by phosphinamides prepared from L-serine

✍ Scribed by Kang-Ying Li; Zheng-Hong Zhou; Li-Xin Wang; Guo-Feng Zhao; Michael C. K. Choi; Qi-Lin Zhou; Chu-Chi Tang

Publisher: John Wiley and Sons
Year: 2003
Tongue: English
Weight: 77 KB
Volume: 14
Category: Article
ISSN: 1042-7163
DOI: 10.1002/hc.10145

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✦ Synopsis

Abstract

Synthesis of several new chiral phosphinamide catalysts with a proximal hydroxyl group from L‐serine was described. These compounds have been successfully used in the asymmetric catalytic borane reduction of prochiral ketones. The optically active secondary alcohols were obtained with an enantiomeric excess (ee) up to 81% and excellent yields. © 2003 Wiley Periodicals, Inc. Heteroatom Chem 14:288–291, 2003; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.10145

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