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Alkylation of H-Phosphinate Esters under Basic Conditions

Isabelle Abrunhosa-Thomas, Claire E. Sellers and Jean-Luc Montchamp*

*Department of Chemistry, Texas Christian University, TCU Box 298860, Fort Worth, Texas 76129, Email: j.montchamptcu.edu

I. Abrunhosa-Thomas, C. E. Sellers, J.-L. Montchamp, J. Org. Chem., 2007, 72, 2851-2856.

DOI: 10.1021/jo062436o



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Abstract

Deprotonation of various H-phosphinate esters with LHMDS at low temperature and subsequent alkylation takes place with a wide range of electrophiles. The approach can be employed to access some GABA analogues. The isolated yields are moderate to good.

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Synthesis of Monosubstituted Phosphinic Acids: Palladium-Catalyzed Cross-Coupling Reactions of Anilinium Hypophosphite

J.-L. Montchamp, Y. R. Dumond, J. Am. Chem. Soc., 2001, 123, 510-511.


Key Words

Phosphinates


ID: J42-Y2007-1110