Synthesis of chiral phosphorus reagents and their catalytic activity in asymmetric borane reduction of N‐phenyl imine of acetophenone

Abstract

AbstractEleven chiral trivalent or quatrivalent phosphorus reagents were synthesized starting from L‐proline, D‐camphor, (+)‐ or (−)‐1,1′‐binaphthalene‐2,2′‐diol, (−)‐α‐phenylethylamine, etc. and their application as catalysts in asymmetric borane reduction of N‐phenyl imine of acetophenone was preliminarily investigated. N‐Phenyl α‐phenylethylamine was obtained in good yield with low to moderate enantioselectivity. © 2003 Wiley Periodicals, Inc. Heteroatom Chem 14:546–550, 2003; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.10190