Chamigrene
Appearance
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IUPAC name
(R)-11-Methylene-3,7,7-trimethylspiro[5.5]undec-2-ene[1]
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Identifiers | |
3D model (JSmol)
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PubChem CID
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CompTox Dashboard (EPA)
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Properties | |
C15H24 | |
Molar mass | 204.357 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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(−)-β-Chamigrene is the parent compound of subclass of sesquiterpenes found in various marine and terrestrial plants. The stereoisomer (−)-β-chamigrene is the most common in nature.[citation needed]
Chamigrenes (chamigrene-related compounds) are characterized by a spiro[5.5]undecane core with an all-carbon quaternary stereocenter at the junction of the spirocycle.[2]
References
[edit]- ^ Sigma-Aldrich Co., (−)-β-Chamigrene. Retrieved on 4 October 2012.
- ^ David E. White, Ian C. Stewart, Brinton A. Seashore-Ludlow, Robert H. Grubbs, and Brian M.Stoltz (2010). "A general enantioselective route to the chamigrene natural product family". Tetrahedron. 66 (26): 4668–4686. doi:10.1016/j.tet.2010.04.128. PMC 2925317. PMID 20798895.
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