Issue 9, 2004
From the journal:

Chemical Communications

Sulfonium ylide epoxidation reactions: methylene transfer

Benjamin R. Belleniea  and  Jonathan M. Goodman*a  

* Corresponding authors

a Unilever Centre for Molecular Science Informatics, Department of Chemistry, Lensfield Road, Cambridge, UK
E-mail: j.m.goodman@ch.cam.ac.uk
Fax: (+44) 1223 336362
Tel: (+44) 1223 336434

Abstract

Using a D-mannitol derived chiral sulfide, terminal epoxides are formed in up to 76% ee; the first example of double asymmetric induction in a sulfonium methylide epoxidation is reported and an improved method of generating sulfonium ylides is detailed.

Graphical abstract: Sulfonium ylide epoxidation reactions: methylene transfer

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Article information

DOI
https://doi.org/10.1039/B316653H
Article type
Communication
Submitted
22 Dec 2003
Accepted
10 Mar 2004
First published
01 Apr 2004

Chem. Commun., 2004, 1076-1077

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Sulfonium ylide epoxidation reactions: methylene transfer

B. R. Bellenie and J. M. Goodman, Chem. Commun., 2004, 1076 DOI: 10.1039/B316653H

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