Chemoenzymatic synthesis of a versatile cyclopentenone: (+)-(3aS,6aS)-2,2-dimethyl-3aβ,6aβ-dihydro-4H-cyclopenta-1,3-dioxol- 4-one

Article abstract of DOI:10.1016/0957-4166(96)00286-8

The title cyclopentenone has been prepared by enzymatic resolution of cis-4-phenyloxy- and cis-4-(4-methoxyphenyloxy)-cyclopent-2-en-1-ol in isopropenyl acetate using Pseudomonas cepacia lipase. The use of a 4-methoxyphenyloxy-alcohol intermediate enabled the use of both enzymatically resolved enantiomers in the synthesis of the desired (+)-enone.