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Issue 6, 2006

One-pot cross-metathesis/tandem carbonyl ylide formation–intramolecular cycloaddition of an unsaturated 2-diazo-3,6-diketoester

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Abstract

Dicarbonyl-stabilised diazo functionality is tolerated during alkene cross-metathesis using Grubbs' catalyst, but undergoes subsequent tandem carbonyl ylide formation–intramolecular 1,3-dipolar cycloaddition on addition of catalytic Rh2(OAc)4 in a one-pot operation.

Graphical abstract: One-pot cross-metathesis/tandem carbonyl ylide formation–intramolecular cycloaddition of an unsaturated 2-diazo-3,6-diketoester

Article information


Submitted
10 Nov 2005
Accepted
11 Jan 2006
First published
18 Jan 2006

Chem. Commun., 2006, 627-628
Article type
Communication

One-pot cross-metathesis/tandem carbonyl ylide formation–intramolecular cycloaddition of an unsaturated 2-diazo-3,6-diketoester

D. M. Hodgson, D. Angrish and A. H. Labande, Chem. Commun., 2006, 627 DOI: 10.1039/B515943A

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