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Mechanistic aspects of the stereospecific reduction of chiral hydroxyalkyl phosphinates and phosphine oxides.

Authors :
Lemouzy, Sébastien
Nguyen, Duc Hanh
Gatineau, David
Giordano, Laurent
Hérault, Damien
Buono, Gérard
Source :
Pure & Applied Chemistry; Apr2016, Vol. 88 Issue 4, p333-339, 7p, 5 Diagrams, 2 Charts
Publication Year :
2016

Abstract

We present recent advances in the understanding of the reduction of optically pure hydroxyalkylphosphinates and phosphine oxides, which represent key intermediates for the preparation of P-stereogenic ligands. Their reduction leads to P-chiral phosphinites and phosphines, respectively, and occurs stereospecifically with inversion of configuration using BH<subscript>3</subscript>·THF, which plays three roles: activating, reducing and protecting agent. The formation of by-products as hydroxyalkyl secondary phosphine-boranes has also been studied. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
00334545
Volume :
88
Issue :
4
Database :
Complementary Index
Journal :
Pure & Applied Chemistry
Publication Type :
Academic Journal
Accession number :
116101432
Full Text :
https://doi.org/10.1515/pac-2016-0103