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Original Articles

SYNTHÈSE DE PHOSPHINATES ANALOGUES STRUCTURAUX PHOSPHORÉS DE LA PUTRESCINE ET DE LA SPERMIDINE

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Pages 221-228 | Received 19 Jan 1999, Accepted 09 Feb 1999, Published online: 24 Sep 2006
 

Abstract

The phosphinates 1 and 2, phosphorylated analogues of putrescine and spermidine. were synthesized from a common precursor. ethyl(phtalimidomethyl)vinylphosphinate (9) by monochlorination of diethyl(phtalimidomethyl)phosphonate (7) and subsequent treatment with vinylmagnesium bromide. Michael addition of benzylamine or 3-azidopropylamine to 9 followed by catalytic hydrogenation (Pd/C) afforded 1 and 2 in good overall yields.

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