A radical cyclisation based strategy to cuparenoids; synthesis of (±)-α-cuparenone,(±)-epilaurene and laurenes

Srikrishna, A. ; Sundarababu, G. (1990) A radical cyclisation based strategy to cuparenoids; synthesis of (±)-α-cuparenone,(±)-epilaurene and laurenes Tetrahedron, 46 (10). pp. 3601-3606. ISSN 0040-4020

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Official URL: http://www.sciencedirect.com/science/article/pii/S...

Related URL: http://dx.doi.org/10.1016/S0040-4020(01)81528-3

Abstract

Mercuric acetate catalysed one pot Claisen rearrangement of the cinnamyl alcohol 5̲, generated the pent-4-enal 9̲, which on homologation resulted the hex-5-enal 10̲. Radical cyclisation of the radical anion derived from 10̲, followed by oxidation provided the ketone mixture 4̲, a known precursor to the sesquiterpenes (±)-α-cuparenone (1̲), (±)-epilaurene (3̲) and laurene (2̲).

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Deposited On:15 Jul 2011 11:23
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