Diels–Alder reactions involving cis-1,2-isopropylidenedioxycyclohexa-3,5-diene and enzymatic resolution of one of the adducts

Ian C. Cotterill, Stanley M. Roberts, Julian O. Williams

Journal of the Chemical Society Chemical Communications · 1988 · 27 citations · 0 references

Concepts

Abstract

cis-1,2-Isopropylidenedioxycyclohexa-3,5-diene undergoes Diels–Alder [4 + 2] cycloaddition reactions with a variety of dienophiles including dimethyl acetylenedicarboxylate; the adduct formed with the latter dienophile was hydrolysed stereoselectively by pig liver esterase.