Bioorganic & Medicinal Chemistry 1994-06-01

Chemoenzymatic access to enantiomeric bicyclo[2.2.1]heptan-2,5-diones.

A Weissfloch, R Azerad

Index: Bioorg. Med. Chem. 2(6) , 493-500, (1994)

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Abstract

A practical integrated process, combining an enzymatic resolution step with a few chemical transformations, is described for the synthesis of (1R, 4R)- and (2S, 4S)-bicyclo[2.2.1]heptan-2,5-diones 1 of high enantiomeric purity, starting from a standard mixture of (+/-)-endo- and exo-2-acetoxy-5-norbornene.