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Issue 32, 2013
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A 12-membered to a strained 11-membered ring: first stereoselective total synthesis of (−)-asteriscunolide C

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Abstract

The first stereoselective total synthesis of (−)-asteriscunolide C has been accomplished in 12 steps in a 16% overall yield. The key step is the conversion of a 12-membered to a strained 11-membered ring with one Z- and two E-double bonds employing a late stage ring-closing metathesis.

Graphical abstract: A 12-membered to a strained 11-membered ring: first stereoselective total synthesis of (−)-asteriscunolide C

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Publication details

The article was received on 14 Jan 2013, accepted on 28 Feb 2013 and first published on 18 Mar 2013


Article type: Communication
DOI: 10.1039/C3CC00316G
Citation: Chem. Commun., 2013,49, 3354-3356
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    A 12-membered to a strained 11-membered ring: first stereoselective total synthesis of (−)-asteriscunolide C

    R. A. Fernandes and V. P. Chavan, Chem. Commun., 2013, 49, 3354
    DOI: 10.1039/C3CC00316G

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