Issue 4, 2005
From the journal:

Organic & Biomolecular Chemistry

Asymmetric cyclopropane synthesis via phosphine oxide mediated cascade reactions

Thomas Boesen,a   David J. Fox,a   Warren Galloway,a   Daniel Sejer Pedersen,a   Charles R. Tyzacka  and  Stuart Warren*a  

* Corresponding authors

a University Chemical Laboratory, Lensfield Road, Cambridge, UK
E-mail: sw134@cam.ac.uk

Abstract

A silyloxy-THF has been converted into a cyclopropane containing three stereocentres as mixture of diastereoisomers. The mechanism of the reaction has been established and the source of stereochemical leakage proposed. An alternative stereospecific cascade reaction has been discovered.

Graphical abstract: Asymmetric cyclopropane synthesis via phosphine oxide mediated cascade reactions

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Article information

DOI
https://doi.org/10.1039/B413500H
Article type
Paper
Submitted
03 Sep 2004
Accepted
23 Nov 2004
First published
11 Jan 2005

Org. Biomol. Chem., 2005,3, 630-637

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Asymmetric cyclopropane synthesis via phosphine oxide mediated cascade reactions

T. Boesen, D. J. Fox, W. Galloway, D. S. Pedersen, C. R. Tyzack and S. Warren, Org. Biomol. Chem., 2005, 3, 630 DOI: 10.1039/B413500H

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