Terpenoids-LXXX: synthesis of isobicycloekasantalic acid and related products

Bai, P. Rani ; Ghatge, B. B. ; Bhattacharyya, S. C. (1966) Terpenoids-LXXX: synthesis of isobicycloekasantalic acid and related products Tetrahedron, 22 (3). pp. 907-911. ISSN 0040-4020

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Official URL: http://linkinghub.elsevier.com/retrieve/pii/004040...

Related URL: http://dx.doi.org/10.1016/0040-4020(66)80064-9

Abstract

The crystalline lactone obtained by hydration of tricyclo and/or bicycloekasantalic acid is shown to be a mixture of two components. LAH reduction of the lactone gave a mixture of two crystalline diols which were separated by crystallization and reconverted to the corresponding lactones by oxidation with alkaline potassium permagnanate. These diols on dehydration followed by oxidation gave isobicycloekasantalic acids, (+), (-), and (±) forms of which have been synthesized from the respective comphenes by following a three stage reaction sequence.

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