Issue 20, 2003
From the journal:

Chemical Communications

Stereoselective synthesis of tetrahydropyran-3-ones by rearrangement of oxonium ylides generated from metal carbenoids

J. Stephen Clark,*a   Gavin Whitlock,a   Shende Jianga  and  Ngozi Onyiaa  

* Corresponding authors

a School of Chemistry, University of Nottingham, University Park, Nottingham, UK NG7 2RD
E-mail: j.s.clark@nottingham.ac.uk
Fax: +44 (0)115 9513564
Tel: +44 (0)115 9513542

Abstract

The synthesis of tetrahydropyran-3-ones by copper-catalysed reactions of diazo ketone tethered allylic ethers has been explored. Product distribution can be explained by the intermediacy of a free ylide or direct rearrangement of a metal-bound ylide equivalent.

Graphical abstract: Stereoselective synthesis of tetrahydropyran-3-ones by rearrangement of oxonium ylides generated from metal carbenoids

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Article information

DOI
https://doi.org/10.1039/B307858M
Article type
Communication
Submitted
09 Jul 2003
Accepted
29 Aug 2003
First published
17 Sep 2003

Chem. Commun., 2003, 2578-2579

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Stereoselective synthesis of tetrahydropyran-3-ones by rearrangement of oxonium ylides generated from metal carbenoids

J. Stephen Clark, G. Whitlock, S. Jiang and N. Onyia, Chem. Commun., 2003, 2578 DOI: 10.1039/B307858M

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