Construction of spiro[5.5]undecanes containing a quaternary carbon atom adjacent to a spirocentre via an Ireland ester Claisen rearrangement and RCM reaction sequence. Total syntheses of (±)-$\alpha$-chamigrene, (±)-$\beta$-chamigrene and (±)-laurencenone C

Srikrishna, A and Lakshmi, Vasantha B and Mathews, Manoj (2006) Construction of spiro[5.5]undecanes containing a quaternary carbon atom adjacent to a spirocentre via an Ireland ester Claisen rearrangement and RCM reaction sequence. Total syntheses of (±)-$\alpha$-chamigrene, (±)-$\beta$-chamigrene and (±)-laurencenone C. In: Tetrahedron Letters, 47 (13). pp. 2103-2106.

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Abstract

Starting from cyclohexanecarboxylic acid, a combination of an Ireland ester Claisen rearrangement and RCM reactions was exploited for an efficient construction of spiro[5.5]undecanes containing a quaternary carbon atom adjacent to the spirocentre and the methodology was extended to complete total syntheses of three chamigrenes.

Item Type:	Journal Article
Publication:	Tetrahedron Letters
Publisher:	Elsevier
Additional Information:	Copyright of this article belongs to Elsevier
Department/Centre:	Division of Chemical Sciences > Organic Chemistry
Date Deposited:	31 May 2006
Last Modified:	19 Sep 2010 04:28
URI:	http://eprints.iisc.ac.in/id/eprint/7147

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