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

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.

Detalles Bibliográficos
Autores principales: Nakashima, Katsuyuki, Imoto, Masashi, Sono, Masakazu, Tori, Motoo, Nagashima, Fumihiro, Asakawa, Yoshinori
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2002
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6146462/
http://dx.doi.org/10.3390/70700517
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author Nakashima, Katsuyuki
Imoto, Masashi
Sono, Masakazu
Tori, Motoo
Nagashima, Fumihiro
Asakawa, Yoshinori
author_facet Nakashima, Katsuyuki
Imoto, Masashi
Sono, Masakazu
Tori, Motoo
Nagashima, Fumihiro
Asakawa, Yoshinori
author_sort Nakashima, Katsuyuki
collection PubMed
description 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.
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spelling pubmed-61464622018-11-19 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 Nakashima, Katsuyuki Imoto, Masashi Sono, Masakazu Tori, Motoo Nagashima, Fumihiro Asakawa, Yoshinori Molecules Article 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. MDPI 2002-07-31 /pmc/articles/PMC6146462/ http://dx.doi.org/10.3390/70700517 Text en © 2002 by MDPI (http://www.mdpi.org). Reproduction is permitted for noncommercial purposes.
spellingShingle Article
Nakashima, Katsuyuki
Imoto, Masashi
Sono, Masakazu
Tori, Motoo
Nagashima, Fumihiro
Asakawa, Yoshinori
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
title 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
title_full 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
title_fullStr 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
title_full_unstemmed 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
title_short 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
title_sort 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
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6146462/
http://dx.doi.org/10.3390/70700517
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