237752-68-0Relevant academic research and scientific papers
A lipase-mediated route to (+)-juvabione and (+)-epijuvabione from racemic norcamphor
Nagata, Hiroshi,Taniguchi, Takahiko,Kawamura, Mitsuhiro,Ogasawara, Kunio
, p. 4207 - 4210 (1999)
(+)-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.
Diastereodivergent synthesis of the C9-cyclopentanone chiral building blocks
Nagata,Kawamura,Ogasawara
, p. 1825 - 1834 (2007/10/03)
Diastereodivergent synthesis the C9-cyclopentanone chiral building block, serving as the non-tryptamine moiety of the Corynanthe type indole alkaloids and the related natural products, and its diastereomer has been developed from racemic norcamphor by employing lipase-mediated resolution via an allylic acetate intermediate having a bicyclo[3.2.1]octane framework. A potential of the latter diastereomer has been demonstrated by its conversion into (-)-semburin, a monoterpene isolated from Swertia japonica previously and obtained from the C9-block.
