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Enzymatic hydrolysis of 2,2-bis(acetoxymethyl)cycloalkanones, and its application to formal synthesis of(-)-malyngolide
1988
Chemical and pharmaceutical bulletin
Preserved Fulltext
Asymmetric hydrolysis of 2,2-bis(acetoxymethyl)cyclopentanone(5)using biocatalysts and its application to a formal synthesis of(-)-malyngolide are described.For the asymmetric induction at the quaternary carbon of 5,cholinesterase from electric eel was found to be effective to afford the (+)-monoacetate(6)(90%ee).Compound(+)-6 was easily converted to the synthetic intermediate (28)for(-)-malyngolide.
doi:10.1248/cpb.36.4337
fatcat:umviogrkyvh3fftoc6qpf3mjbu