Tetrahedron letters

A lipase-mediated route to (+)-juvabione and (+)-epijuvabione from racemic norcamphor

H Nagata, T Taniguchi, M Kawamura, K Ogasawara

Index: Nagata, Hiroshi; Taniguchi, Takahiko; Kawamura, Mitsuhiro; Ogasawara, Kunio Tetrahedron Letters, 1999 , vol. 40, # 22 p. 4207 - 4210

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Citation Number: 14

Abstract

(+)-Juvabione and (+)-epijuvabione, natural sesquiterpenes exhibiting insect juvenile hormone activity, have been synthesized from (±)-norcamphor via the both enantiomeric intermediates having bicyclo [3.2. 1] octane framework by employing a lipase-mediated kinetic ester-hydrolysis reaction and cyclopropane ring-expansion reaction as the key steps.