A novel skeletal rearrangement of bicyclo(2.2.2)octenes through bicyclo(3.2.1)octene system: Synthesis of $(\pm)$-hinesol and $(\pm)$-l0-epi-hinesol

Rao, Subba GSR and Janaki, Seenivasaga N (1988) A novel skeletal rearrangement of bicyclo(2.2.2)octenes through bicyclo(3.2.1)octene system: Synthesis of $(\pm)$-hinesol and $(\pm)$-l0-epi-hinesol. In: Tetrahedron Letters, 29 (25). pp. 3105-3108.

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Abstract

Acid catalysed rearrangement of the endo-alcohol (9) leads to the ketones (11) and (12) having the bicyclo(3.2.1) and bicyclo(2.2.2) moieties. An efficient entry into spiro(4.5)decane and eremane system, as exemplified by the total synthesis of $(\pm)$-hinesol (2) and its 10-epimer (3) is reported.

Item Type:	Journal Article
Publication:	Tetrahedron Letters
Publisher:	Elsevier Science
Additional Information:	Copyright of this article belongs to Elsevier Science.
Department/Centre:	Division of Chemical Sciences > Organic Chemistry
Date Deposited:	19 Feb 2008
Last Modified:	19 Sep 2010 04:42
URI:	http://eprints.iisc.ac.in/id/eprint/12989

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