cis-5,7-Dimethylcyclohepta-1,3-diene, which is readily available using organoiron chemistry, was converted to all cis-3,7-diacetoxy-4,6-dimethylcycloheptene (5), which was subjected to asymmetric enzymatic hydrolysis to give hydroxy acetate (6), and this compound was converted in four steps to the (+)-Prelog–Djerassi lactone having high optical purity.
A. J. Pearson and Y. Lai, J. Chem. Soc., Chem. Commun., 1988, 442 DOI: 10.1039/C39880000442
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