Issue 40, 2012

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

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.

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

Supplementary files

Article information

Article type
Paper
Submitted
29 Feb 2012
Accepted
06 Aug 2012
First published
06 Aug 2012

Org. Biomol. Chem., 2012,10, 8140-8146

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

A. Tap, M. Jouanneau, G. Galvani, G. Sorin, M. Lannou, J. Férézou and J. Ardisson, Org. Biomol. Chem., 2012, 10, 8140 DOI: 10.1039/C2OB26194D

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