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.
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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
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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
E-mail: thorsten.bach@ch.tum.de ;
Fax: +49 89 28913315 ;
Tel: +49 89 28913330
Chem. Commun., 2012,48, 11629-11631
DOI: 10.1039/C2CC36604E
Received 11 Sep 2012, Accepted 15 Oct 2012
First published online 25 Oct 2012
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