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Asymmetric synthesis of a highly functionalized enantioenriched system close to thapsigargin framework
Aurélien Tap1, Morgan Jouanneau, Gilles Galvani
1Faculté de Pharmacie, CNRS UMR 8638, Université Paris Descartes, 4 avenue de l'Observatoire, 75270 Paris Cedex 06, France.
Organic & Biomolecular Chemistry
|September 11, 2012
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.