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Molecules 2002, 7(7), 517-527; doi:10.3390/70700517
Article

Total Synthesis of (-)-(7S,10R)-Calamenene and (-)-(7S,10R)-2-Hydroxycalamenene by Use of a Ring-Closing Metathesis Reaction. A Comparison of the cis- and trans-Isomers

, , , * ,  and
Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Yamashiro-cho, Tokushima, 770-8514, Japan
* Author to whom correspondence should be addressed.
Received: 2 May 2002 / Revised: 1 July 2002 / Accepted: 8 July 2002 / Published: 31 July 2002
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Abstract

The title compounds have been synthesized starting from l-menthone by application of a ring-closing metathesis reaction to confirm their reported absolute and relative stereochemistry. Comparisons of the NMR spectra and specific rotations are also discussed.
Keywords: Calamenene; hydroxycalamenene; ring closing metathesis; absolute configuration; sesquiterpene Calamenene; hydroxycalamenene; ring closing metathesis; absolute configuration; sesquiterpene
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).
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Nakashima, K.; Imoto, M.; Sono, M.; Tori, M.; Nagashima, F.; Asakawa, Y. Total Synthesis of (-)-(7S,10R)-Calamenene and (-)-(7S,10R)-2-Hydroxycalamenene by Use of a Ring-Closing Metathesis Reaction. A Comparison of the cis- and trans-Isomers. Molecules 2002, 7, 517-527.

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