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Issue 91, 2012
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An expedient approach to the total synthesis of (+)-5-epi-eudesm-4(15)-ene-1β,6β-diol

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Abstract

The first total synthesis of (+)-5-epi-eudesm-4(15)-ene-1β,6β-diol has been achieved in 12 steps starting from the known (−)-cis-piperitol and by using a chelation controlled glycolate enolate Ireland–Claisen rearrangement and an intramolecular nitrile oxide dipolar cycloaddition as key steps.

Graphical abstract: An expedient approach to the total synthesis of (+)-5-epi-eudesm-4(15)-ene-1β,6β-diol

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Publication details

The article was received on 28 Aug 2012, accepted on 25 Sep 2012 and first published on 26 Sep 2012


Article type: Communication
DOI: 10.1039/C2CC36260K
Citation: Chem. Commun., 2012,48, 11241-11243
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    An expedient approach to the total synthesis of (+)-5-epi-eudesm-4(15)-ene-1β,6β-diol

    G. Parthasarathy, C. Besnard and E. P. Kündig, Chem. Commun., 2012, 48, 11241
    DOI: 10.1039/C2CC36260K

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