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Research Article Open access CC BY 4.0

Synthesis and Wittig Rearrangement of 3- and 4-Benzyloxyphenylphosphonamidates

R. Alan Aitken, Ryan A. Inwood

Organics · pp. 59–69 · Published 3 Feb 2023

10.3390/org4010005

Abstract

A series of seven O-ethyl-N-butylphenylphosphonamidates with benzyl ether substituents at the para or meta position have been prepared and fully characterised. Upon treatment with n-butyllithium in THF at RT, these undergo Wittig rearrangement in six cases to give the novel phosphonamidate-substituted diarylmethanols in moderate to good yield.

Wittig reaction Yield (engineering) Ether Chemistry Carroll rearrangement Stereochemistry Medicinal chemistry Claisen rearrangement

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