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. 2012 Oct 28;10(40):8140-6.
doi: 10.1039/c2ob26194d.

Asymmetric synthesis of a highly functionalized enantioenriched system close to thapsigargin framework

Aurélien Tap  1 , Morgan Jouanneau, Gilles Galvani, Geoffroy Sorin, Marie-Isabelle Lannou, Jean-Pierre Férézou, Janick Ardisson
Affiliations

Asymmetric synthesis of a highly functionalized enantioenriched system close to thapsigargin framework

Aurélien Tap et al. Org Biomol Chem. .

Abstract

A straightforward approach to a highly functionalized enantioenriched bicyclo[5.3.0]decadienone system close to the thapsigargin framework has been achieved. The developed synthetic route involves two main stages: installation of the chains on either side of the quaternary center at C7 starting from a central enantiopure epoxide and formation of the bicyclic octahydroazulene through subsequent Pauson-Khand annelation.

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