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Intramolecular nucleophilic catalysis and the exceptional reactivity of N-benzyloxycarbonyl alpha-aminophosphonochloridates.

By P. M. Cullis and M. J. P. Harger

Abstract

The chloridate BnOCONHCH2P(O)(OMe)Cl is 103–104 times more reactive than ClCH2P(O)(OMe)Cl in substitution with PriOH; the α,α-dimethyl analogue is no less reactive and the N-methyl derivative is more reactive; nucleophilic participation (catalysis) by the carbamate group is implicated

Year: 2002
DOI identifier: 10.1039/b204935j
OAI identifier: oai:lra.le.ac.uk:2381/579
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