Construction of vicinal quaternary carbon atoms by Ireland ester Claisen rearrangement: total synthesis of $(\pm)$-herbertenolide, $(\pm)$-herberteneacetal, $(\pm)$-herbertene-1,14-diol and $(\pm)$-herbertene-1,15-diol

Srikrishna, A and Lakshmi, Vasantha B (2005) Construction of vicinal quaternary carbon atoms by Ireland ester Claisen rearrangement: total synthesis of $(\pm)$-herbertenolide, $(\pm)$-herberteneacetal, $(\pm)$-herbertene-1,14-diol and $(\pm)$-herbertene-1,15-diol. In: Tetrahedron Letters, 46 (29). pp. 4879-4881.

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Abstract

Efficient total syntheses of the herbertane sesquiterpene title compounds have been accomplished employing an Ireland ester Claisen rearrangement and ring-closing metathesis reaction sequence based strategy for the construction of two stereogenic vicinal quaternary carbon atoms on a cyclopentane. (c) 2005 Elsevier Ltd. All rights reserved.

Item Type:	Journal Article
Publication:	Tetrahedron Letters
Publisher:	Elsevier
Additional Information:	Copyright of this article belongs to Elsevier.
Keywords:	Ireland-Claisen rearrangement;RCM reaction;herbertanes; vicinal quaternary carbon atoms
Department/Centre:	Division of Chemical Sciences > Organic Chemistry
Date Deposited:	16 Dec 2008 07:19
Last Modified:	19 Sep 2010 04:54
URI:	http://eprints.iisc.ac.in/id/eprint/16872

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