A New and Facile Preparation of Optically Active Endo-Bicyclo (n,1,0) Hex(Hept)An-2-Ols by In Vitro Enzyme Catalysis

Abstract

Various optically active endo-bicyclo (n,1,0)hex(hept)an-2-ols, were synthesized from the cyclopropanation of cyclopent(hex)en-2-ols and followed by the transesterification of the isoprenyl hexanoate in the presence of Novozym ® as catalyst. The enantioselectivity is more satisfactory with endo-bicyclo (4,1,0) heptan-2-ols (E > 60) than with endo- bicyclo (3,1,0) hexan-2-ols (E < 20).