Issue 20, 2010
From the journal:

Organic & Biomolecular Chemistry

Organosilicon-mediated total synthesis of the triquinane sesquiterpenes (±)-β-isocomene and (±)-isocomene†‡

Arndt W. Schmidt,a   Thomas Olpp,a   Elke Baum,a   Tina Stiffela  and  Hans-Joachim Knölker*a  

* Corresponding authors

a Department Chemie, Technische Universität Dresden, Bergstrasse 66, 01069 Dresden, Germany
E-mail: hans-joachim.knoelker@tu-dresden.de

Abstract

We describe an efficient total synthesis of the sesquiterpenes (±)-β-isocomene and (±)-isocomene using a Lewis acid-promoted [3 + 2] cycloaddition of allyl-tert-butyldiphenylsilane as the key-step.

Graphical abstract: Organosilicon-mediated total synthesis of the triquinane sesquiterpenes (±)-β-isocomene and (±)-isocomene

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Article information

DOI
https://doi.org/10.1039/C0OB00051E
Article type
Paper
Submitted
27 Apr 2010
Accepted
05 Jul 2010
First published
28 Jul 2010

Org. Biomol. Chem., 2010,8, 4562-4568

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Organosilicon-mediated total synthesis of the triquinane sesquiterpenes (±)-β-isocomene and (±)-isocomene

A. W. Schmidt, T. Olpp, E. Baum, T. Stiffel and H. Knölker, Org. Biomol. Chem., 2010, 8, 4562 DOI: 10.1039/C0OB00051E

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