Issue 95, 2012
From the journal:

Chemical Communications

Total synthesis of (+)-bretonin B: access to the (E,Z,E)-triene core by a late-stage Peterson elimination of a convergently assembled silyl ether†

Thomas Neubauer,‡a   Claire Kammerer-Pentier‡a  and  Thorsten Bach*a  

* Corresponding authors

a Lehrstuhl für Organische Chemie I, Technische Universität München, 85747 Garching, Germany
E-mail: thorsten.bach@ch.tum.de
Fax: +49 89 28913315
Tel: +49 89 28913330

Abstract

The title compound was synthesised in a concise route (nine linear steps, 31% overall yield) employing an α-silyl epoxide ring opening, a Julia–Kocienski olefination and a late-stage Peterson elimination as key steps.

Graphical abstract: Total synthesis of (+)-bretonin B: access to the (E,Z,E)-triene core by a late-stage Peterson elimination of a convergently assembled silyl ether

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Article information

DOI
https://doi.org/10.1039/C2CC36604E
Article type
Communication
Submitted
11 Sep 2012
Accepted
15 Oct 2012
First published
25 Oct 2012

Chem. Commun., 2012,48, 11629-11631

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Total synthesis of (+)-bretonin B: access to the (E,Z,E)-triene core by a late-stage Peterson elimination of a convergently assembled silyl ether

T. Neubauer, C. Kammerer-Pentier and T. Bach, Chem. Commun., 2012, 48, 11629 DOI: 10.1039/C2CC36604E

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