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Issue 95, 2012
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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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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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Publication details

The article was received on 11 Sep 2012, accepted on 15 Oct 2012 and first published on 25 Oct 2012


Article type: Communication
DOI: 10.1039/C2CC36604E
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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