Synlett 2005(7): 1173-1175  
DOI: 10.1055/s-2005-865223
LETTER
© Georg Thieme Verlag Stuttgart · New York

Formal Total Synthesis of (±)-Herbertene-1,13-diol and (±)-α-Herbertenol via Ireland Ester Claisen Rearrangement and RCM Reaction Sequence

A. Srikrishna*, B. Vasantha Lakshmi
Department of Organic Chemistry, Indian Institute of Science, Bangalore 560012, India
e-Mail: ask@orgchem.iisc.ernet.in;
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Publication History

Received 25 January 2005
Publication Date:
14 April 2005 (online)

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Abstract

A combination of Ireland ester Claisen rearrangement and ring-closing metathesis (RCM) reactions has been employed for efficient formal total syntheses of herbertene-1,13-diol and α-herbertenol, sesquiterpenes containing two vicinal quaternary carbon atoms on a cyclopentane ring.