A Rapid Entry to Natural and Unnatural Disubstituted Maleic Anhydrides

Robert M. Adlington; Jack E. Baldwin; Rhona J. Cox; Gareth J. Pritchard

doi:10.1055/s-2002-25344

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Synlett 2002(5): 0820-0822
DOI: 10.1055/s-2002-25344

LETTER

A Rapid Entry to Natural and Unnatural Disubstituted Maleic Anhydrides

Robert M. Adlington^a, Jack E. Baldwin*^a, Rhona J. Cox^a,, Gareth J. Pritchard^b
^a The Dyson Perrins Laboratory, South Parks Road, Oxford, OX1 3QY, United Kingdom
^b Department of Chemistry, Loughborough University, Loughborough, Leicestershire, LE11 3TU, United Kingdom
Fax: +44(1865)275632; e-Mail: jack.baldwin@chem.ox.ac.uk;

Further Information

Publication History

Received 19 March 2002
Publication Date:
07 February 2007 (online)

Abstract
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References

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Abstract

Copper-mediated tandem vicinal difunctionalisation of dimethyl acetylenedicarboxylate, followed in selected cases by oxidation of one of the substituents, provides a versatile and rapid route to a variety of natural and unnatural disubstituted maleic anhydrides.

Key words

conjugate additions - copper - maleic anhydrides - natural products - tandem reactions

References

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1

New address: R. J. Cox, Department of Chemistry, Colorado State University, Fort Collins, Colorado 80523, USA.

14

All new compounds described in this communication have been fully characterised by ¹H and ¹³C NMR, IR, mass spectroscopy and HRMS.