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Alkylation of H-phosphinate esters under basic conditions.

ABSTRACT: An efficient and general procedure was developed for the direct alkylation of H-phosphinate esters with LHMDS at low temperature. The simplicity of the reaction allows the use of various H-phosphinate esters and takes place with a wide range of electrophiles. The approach can be employed to access some GABA analogues or precursors to GABA analogues. The isolated yields are moderate to good. This is the first report of an alkylation with a secondary iodide or a primary chloride.

SUBMITTER: Abrunhosa-Thomas I

PROVIDER: S-EPMC2525801 | biostudies-literature | 2007 Apr

REPOSITORIES: biostudies-literature

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Alkylation of H-phosphinate esters under basic conditions.

Abrunhosa-Thomas Isabelle I Sellers Claire E CE Montchamp Jean-Luc JL

The Journal of organic chemistry 20070313 8

An efficient and general procedure was developed for the direct alkylation of H-phosphinate esters with LHMDS at low temperature. The simplicity of the reaction allows the use of various H-phosphinate esters and takes place with a wide range of electrophiles. The approach can be employed to access some GABA analogues or precursors to GABA analogues. The isolated yields are moderate to good. This is the first report of an alkylation with a secondary iodide or a primary chloride. ...[more]

PMID: 17352490

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