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

Autor: Yoshinori Asakawa, Fumihiro Nagashima, Motoo Tori, Masakazu Sono, Masashi Imoto, Katsuyuki Nakashima

Publikováno v: Molecules, Vol 7, Iss 7, Pp 517-527 (2002)

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 di

Externí odkaz: https://doaj.org/article/95b49b55bb3d40f8bcd8d8d647836d1b

Identification of a hydroxy substituted calamenene—a sesquiterpene associated with wound reactions in non-infected xylem of Tilia spp

Autor: Peter Jüngel, Bianca Möllendorf, Uwe Schmitt, Eckhard Melcher

Publikováno v: Phytochemistry. 62:707-713

Xylem of lime trees (Tilia spp.) with wound reactions was structurally investigated by scanning (SEM) and transmission electron microscopy (TEM) as well as chemically analyzed by direct thermal desorption-gas chromatography–mass spectrometry (DTD-G

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::0411e1304dbfe95a2320d88e3c621e9f
https://doi.org/10.1016/s0031-9422(02)00362-x

Anti-Zygomycetes activity of 7-hydroxycalamenene isolated from Croton cajucara

Autor: Francisco Célio Maia Chaves, Catia A. Almeida, Humberto R. Bizzo, Daniela S. Alviano, Celuta S. Alviano, Mariana M. B. Azevedo

Publikováno v: Planta Medica. 77

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::bb08af23fba611fded40ab40c282d54c
https://doi.org/10.1055/s-0031-1282955

Aromatic Annulation on the p-Menthane Monoterpenes: Enantiospecific Synthesis of the trans and cis Isomers of Calamenene and 8-Hydroxycalamenene

Autor: Stefano Serra, Claudio Fuganti

Publikováno v: Tetrahedron letters 46 (2005): 4769–4772. doi:10.1016/j.tetlet.2005.05.037
info:cnr-pdr/source/autori:Serra S., Fuganti C./titolo:Aromatic annulation on the p-menthane monoterpenes: enantiospecific synthesis of the trans and cis isomers of calamenene and 8-hydroxycalamenene/doi:10.1016%2Fj.tetlet.2005.05.037/rivista:Tetrahedron letters/anno:2005/pagina_da:4769/pagina_a:4772/intervallo_pagine:4769–4772/volume:46

A new enantiospecific route to sesquiterpenes of the calamenene family is described. The synthetic pathway starts from easily available 3-oxygenated- p -menthane monoterpenes and affords the title compounds by a homologation–benzannulation sequence

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::ac105b73805b1dee61dfaf9d5f9444f2
https://doi.org/10.1002/chin.200544192

Studies on Aromatic Sesquiterpenes. XII. Synthesis of (±)-cis-5-Hydroxycalamenene

Autor: Kazuo Adachi, Juichi Tanaka

Publikováno v: Bulletin of the Chemical Society of Japan. 63:272-274

Starting from o-cresol, (±)-cis-5-5-hydroxycalamenene was synthesized through 4-isopropyl-5-methoxy-6-methyl-1-tetralone as a key intermediate and identified with the natural compound spectroscopically.

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::bd1140f874c2be1e37f1259e1f2d6106
https://doi.org/10.1246/bcsj.63.272