Australian Journal of Chemistry

Studies with Bicyclo [2, 2, 2] octenes. III. Adducts of 2, 3-dihydrobenzyl alcohol and its acetate with ethyl acrylate

I Botica, RN Mirrington

Index: Botica,I.; Mirrington,R.N. Australian Journal of Chemistry, 1971 , vol. 24, p. 1467 - 1480

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Abstract

Abstract The structures and stereochemistry of the Diels-Alder adducts of 2, 3-dihydro- benzyl alcohol (1a) and its acetate (1b) with ethyl acrylate have been established. The directing effect of the hydroxymethyl group in (1a) was such that 82%? ortho? and 18%? meta? adducts were obtained. The reaction of ethyl acrylate with 2, 3-dihydrobenzyl acetate (1b) was slower than with (1a) but gave a similar proportion of meta adduct (21%). ...

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