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Enantioselective Organocatalytic Hydrophosphination of α,β-Unsaturated Aldehydes
Journal article   Peer reviewed

Enantioselective Organocatalytic Hydrophosphination of α,β-Unsaturated Aldehydes

Ismail Ibrahem, Ramon Rios, Jan Vesely, Peter Hammar, Lars Eriksson, Fahmi Himo and Armando Córdova
Angewandte Chemie (International ed.), Vol.46(24), pp.4507-4510
01/01/2007
PMID: 17492816

Abstract

Aldehydes Annan medicinsk grundvetenskap Asymmetric synthesis Basic Medicine Chemistry Conjugate addition Kemi Medical and Health Sciences MEDICIN Medicin och hälsovetenskap MEDICINE Medicinska och farmaceutiska grundvetenskaper Organocatalysis Other Basic Medicine Phosphanes
Keeping it simple: Optically active phosphine derivatives can be obtained in high yields and in up to 99% ee by using simple chiral amines to catalyze the hydrophosphination of α,β-unsaturated aldehydes (see scheme, green sphere = chiral group). The synthetic utility of this highly chemo- and enantioselective transformation was exemplified by the one-pot asymmetric synthesis of β-phosphine oxide acids.

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