Issue 2, 2001

The chemistry of lithiated phosphine oxides: the stereoselective synthesis of alkene-4,5-diols

Abstract

Single enantiomers of (E )-1,5-diarylpentene-4,5-diols have been synthesised by Horner–Wittig elimination. The stereochemistry is controlled by an asymmetric dihydroxylation, and a stereoselective reduction of a β-keto phosphine oxide.

Graphical abstract: The chemistry of lithiated phosphine oxides: the stereoselective synthesis of alkene-4,5-diols

Supplementary files

Article information

Article type
Paper
Submitted
20 Oct 2000
Accepted
27 Oct 2000
First published
14 Dec 2000

J. Chem. Soc., Perkin Trans. 1, 2001, 118-126

The chemistry of lithiated phosphine oxides: the stereoselective synthesis of alkene-4,5-diols

T. Boesen, N. Feeder, M. D. Eastgate, D. J. Fox, J. A. Medlock, C. R. Tyzack and S. Warren, J. Chem. Soc., Perkin Trans. 1, 2001, 118 DOI: 10.1039/B008500F

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