5951-67-7

Usage

Uses

Used in Fragrance Industry:
(6S)-6-ethenyl-6-methyl-1-propan-2-yl-3-propan-2-ylidene-cyclohexene is used as a key component in the synthesis of various fragrances and perfumes due to its unique aromatic properties.
Used in Antioxidant Research:
(6S)-6-ethenyl-6-methyl-1-propan-2-yl-3-propan-2-ylidene-cyclohexene is used as a reagent for in vitro evaluation of antioxidant properties from various natural sources, such as Satureja montana L.
Used in Pharmaceutical Industry:
(6S)-6-ethenyl-6-methyl-1-propan-2-yl-3-propan-2-ylidene-cyclohexene may have potential applications in the development of new drugs, given its unique chemical structure and properties. Further research is needed to explore its potential as a pharmaceutical candidate.
Used in Chemical Synthesis:
(6S)-6-ethenyl-6-methyl-1-propan-2-yl-3-propan-2-ylidene-cyclohexene can be used as an intermediate in the synthesis of other complex organic compounds, particularly those with similar structural features.

InChI:InChI=1/C15H24/c1-7-15(6)9-8-13(11(2)3)10-14(15)12(4)5/h7,10,12H,1,8-9H2,2-6H3/t15-/m1/s1

Upstream product

• 639-99-6 elemol 
• 127911-18-6 (+)-(2S,5R)-5-isopropyl-2-methyl-2-vinylcyclohexanone 
• 162754-36-1 (-)-(6S)-3-isopropyl-6-methyl-6-vinylcycloh-2-enone 
• 1888-75-1 isopropyllithium 

Downstream Products

• 51297-60-0 (3S)-4t-ethyl-3r-isopropyl-4c-methyl-cyclohexanone 

Relevant academic research and scientific papers

Synthesis of (?)-elemoxide, a commercially important fragrance compound

(?)-Elemoxide, a fragrant compound was synthesised using commercially available elemol in four steps with overall yield of 32%. The cyclic ether skeleton was constructed via intramolecular hydroalkoxylation using I2 and PhSiH3 catalytic system. Also, intramolecular oxymercuration-demercuration was employed as an alternate approach for cyclization. The various regioselective strategies involving epoxidation of alkene, reduction of epoxide and intramolecular cyclization were the highlights of the work. The key intermediate diol serves as a versatile intermediate for the synthesis of elemoxide and elemene.

Reaction of elemol with acetic acid/perchloric acid: Characterization of a novel oxide and (+)-β-cyperone

The minor unidentified compounds of the acetic acid/perchloric acid dehydration of elemol (1) were fully characterized. The structure and relative configuration of the less polar fragrant compound 2, named elemoxide, was deduced by ID- and 2D-NMR data inc

A New Strategy for the α-Vinylation of Ketones : Application to an Enantioselective Synthesis of Sesquiterpene (+)-α-Elemene

A new, simple and preparatively useful protocol for the construction of α-vinyl ketones, particularly those bearing a quaternary carbon centre, from the corresponding alkenes has been devised. Our four-step strategy consists of dichloroketene addition, base catalysed ring contraction to 'push-pull' cyclopropane esters, reduction and eliminative cyclopropane fragmentation to unravel the α-vinyl ketone moiety. The generality of this approach has been demonstrated with a few representative olefins and good regio- and stereocontrol has been observed. As an application of this methodology, an enantioselective synthesis of sesquiterpene hydrocarbon (+)-α-elemene (42) from R-(+)-limonene (43) has been accomplished.

Terpenes to Terpenes. Stereo- and Enantio-selective Synthesis of (+)-α-Elemene and a Short Route to a Versatile Diquinane Chiron

Syntheses of sesquiterpene (+)-α-elemene from monoterpenes (+)-limonene and (+)-2-carene following a new strategy are reported.