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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

The Wittig reaction with glutaric and succinic anhydrides

AD Abell, IR Doyle and RA Massy-Westropp

Australian Journal of Chemistry 35(11) 2277 - 2287
Published: 1982

Abstract

Six-membered cyclic anhydrides, including glutaric and some of its alkylated derivatives, have been shown to yield enol-lactones with ethoxycarbonylmethylenetriphenylphosphorane; the (E)isomer is formed preferentially. The reactions of methyl-substituted succinic anhydrides with the same phosphorane give predominantly the (E) enol-lactone in all examples. The influence of alkyl substitutents on the rates of the reactions and the product ratios in both the succinic and glutaric anhydride series is discussed.

https://doi.org/10.1071/CH9822277

© CSIRO 1982

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