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Issue 24, 2010
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Strategies for the asymmetric synthesis of H-phosphinate esters

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Abstract

Access to P-chiral H-phosphinates via desymmetrization of hypophosphite esters was investigated. The use of chiral auxiliaries, chiral catalysts, and of a bulky prochiral group that could lead to kinetic resolution was explored. A chiral NMR assay for enantiomeric excess determination of H-phosphinates was developed. An asymmetric route to C-chiral H-phosphinates is also examined and an assay was developed.

Graphical abstract: Strategies for the asymmetric synthesis of H-phosphinate esters

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Publication details

The article was received on 12 Jul 2010, accepted on 06 Sep 2010 and first published on 26 Oct 2010


Article type: Paper
DOI: 10.1039/C0OB00415D
Citation: Org. Biomol. Chem., 2010,8, 5541-5551
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    Strategies for the asymmetric synthesis of H-phosphinate esters

    K. Bravo-Altamirano, L. Coudray, E. L. Deal and J. Montchamp, Org. Biomol. Chem., 2010, 8, 5541
    DOI: 10.1039/C0OB00415D

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