Chamigrene

(−)-β-Chamigrene
Names
	IUPAC name (R)-11-Methylene-3,7,7-trimethylspiro[5.5]undec-2-ene
Identifiers
CAS Number	18431-82-8 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:10359;
ChemSpider	390805;
KEGG	C09637;
PubChem CID	442353;
CompTox Dashboard (EPA)	DTXSID60939822 ;
	InChI InChI=1S/C15H24/c1-12-7-10-15(11-8-12)13(2)6-5-9-14(15,3)4/h7H,2,5-6,8-11H2,1,3-4H3/t15-/m1/s1 Key: WLNGPDPILFYWKF-OAHLLOKOSA-N;
	SMILES CC1(C)[C@@]2(C(=C)CCC1)CCC(C)=CC2;
Properties
Chemical formula	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). Infobox references

(−)-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

^ 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.{{cite journal}}: CS1 maint: multiple names: authors list (link)

[SiAlbeta--1] Sigma-Aldrich Co., (−)-β-Chamigrene. Retrieved on 4 October 2012.

[White2010-2] 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.{{cite journal}}: CS1 maint: multiple names: authors list (link)

[1]

[2]