Journal
TETRAHEDRON-ASYMMETRY
Volume 22, Issue 1, Pages 101-108Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetasy.2010.12.013
Keywords
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Funding
- French-Moroccan Associated Laboratory [LIA-229]
- Institut National Polytechnique de Toulouse (ENSIACET)
- CNRS
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The acid-catalyzed rearrangement of two enantiomerically pure epoxides derived from sesquiterpernic himachalenes, which are the main components of the essential oil of the Atlas cedar, has been studied using various Lewis and Bronsted acids. Several new polycyclic compounds have been obtained with different selectivities depending upon the catalysts used and the reaction conditions, and were fully characterized by spectroscopic methods. Mechanisms to explain the formation of the different compounds observed in the reaction mixture have also been proposed. (C) 2011 Published by Elsevier Ltd.
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