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H-Adamantylphosphinates as Universal Precursors of P-Stereogenic Compounds.

Authors :
Gatineau, David
Duc Hanh Nguyen
Hérault, Damien
Vanthuyne, Nicolas
Leclaire, Julien
Giordano, Laurent
Buono, Gérard
Source :
Journal of Organic Chemistry. 4/17/2015, Vol. 80 Issue 8, p4132-4141. 10p.
Publication Year :
2015

Abstract

A new family of H-adamantjdphosphinates as universal precursors of P-stereogenic Ugands was obtained in one step from commercial chlorophosphines. Both enantiomers of these air- and moisture-stable intermediates can easily be separated by semipreparative chiral HPLC on a gram scale and individually undergo stereoselective transformations to afford each enantiomer of a set of P-stereogenic compounds such as secondary phosphine oxides and boron-protected monophosphines. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
00223263
Volume :
80
Issue :
8
Database :
Academic Search Index
Journal :
Journal of Organic Chemistry
Publication Type :
Academic Journal
Accession number :
102614009
Full Text :
https://doi.org/10.1021/acs.joc.5b00548