Issue 20, 2002

The synthesis of benzylphosphine oxides via vicarious nucleophilic substitution and alkenes via VNS–Horner–Wittig reactions

Abstract

A range of substituted nitrobenzenes react with the anion of (chloromethyl)diphenylphosphinoyl oxide to give the substituted nitrobenzyldiphenylphosphine oxide by vicarious nucleophilic substitution. The novel stereoselective synthesis of E–stilbenes via a one–pot vicarious nucleophilic substitution–Horner–Wittig reaction is described.

Graphical abstract: The synthesis of benzylphosphine oxides via vicarious nucleophilic substitution and alkenes via VNS–Horner–Wittig reactions

Article information

Article type
Paper
Submitted
27 Jun 2002
Accepted
14 Aug 2002
First published
19 Sep 2002

J. Chem. Soc., Perkin Trans. 1, 2002, 2260-2267

The synthesis of benzylphosphine oxides via vicarious nucleophilic substitution and alkenes via VNS–Horner–Wittig reactions

N. J. Lawrence, J. Liddle and D. Jackson, J. Chem. Soc., Perkin Trans. 1, 2002, 2260 DOI: 10.1039/B206144A

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