A Concise Account of the Chemistry of Valuable Alkyl(methyl)maleic Anhydrides

Abstract

A large number of significant bioactive natural and synthetic alkyl(methyl)maleic anhydrides are known in the contemporary literature. A broad range of suitably functionalized substrates have been tailored to accomplish concise and efficient syntheses of an array of alkyl(methyl)maleic anhydrides employing a variety of elegant synthetic strategies. This review presents a brief literature account of the isolation and activity of these important target compounds with a special emphasis on their synthesis.

1 Introduction

2 Recent Synthetic Strategies towards the Natural and Unnatural Alkyl(methyl)maleic Anhydrides

2.1 Dimethylmaleic Anhydride

2.2 Ethyl/hexyl/octyl(methyl)maleic Anhydrides

2.3 Chaetomellic Anhydrides A–C

2.4 Tyromycin A

2.5 Aspergillus Acids A–D

2.6 Tautomycin and Tautomycetin

2.7 Lindenanolide E, Itaconitin, Graphenone and 2,3-Didehydrotelfairic Anhydride

2.8 Synthetic Analogues of Alkyl(methyl)maleic Anhydrides

3 Summary

Key words

dimethylmaleic anhydride - alkyl(methyl)maleic anhydrides - isolation - bioactivity - nucleophilic reactions - total synthesis

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