80527-38-4

Upstream product

• 127-09-3 sodium acetate 
• 70473-42-6 [1-(1-Chloro-1-methyl-ethyl)-4-methylene-hex-5-enylsulfanyl]-benzene 
• 931-59-9 benzenesulfenyl chloride 
• 123-35-3 7-methyl-3-methene-1,6-octadiene 

Downstream Products

• 14434-41-4 ipsdienol 
• 82528-38-9 1-acetoxy-6-phenylthio-2-ochtodene 
• 95495-81-1 (5,5-dimethyl-cyclohex-1-enyl)-acetic acid 
• 95495-79-7 2-(5,5-dimethyl-cyclohex-1-enyl)-ethanol 
• 55298-96-9 (3,3-Dimethyl-cyclohex-1-enyl)-acetic acid methyl ester 
• 55298-95-8 (5,5-dimethyl-cyclohex-1-enyl)-acetic acid methyl ester 
• 80527-39-5 Acetic acid 2-benzenesulfinyl-1,1-dimethyl-5-methylene-hept-6-enyl ester 
• 94836-03-0 2-methyl-6-methylene-3-phenylthio-7-octen-2-ol 

Relevant academic research and scientific papers

SYNTHETIC STUDIES ON THE OCHTODANE TYPE TERPENES I. STEREOSELECTIVE CONSTRUCTION OF THE OCHTODANE SKELETON FROM MYRCENE.

The ochtodane skeleton, the Carbon framework of 1,1-dimethyl-3-ethylcyclohexane (1) was constructed highly stereoselectively by the acid-catalyzed (SnCl//4 or CF//3CO//2H) cyclization of the terminally functionalized myrcene derivatives, the benzenesulfenyl chloride adduct (7), the terminal beta -hydroxy sulfide (8) derived from 7, and myrcene 6,7-epoxide (10). The stereoselectivity of the 3-exo-double bond in 1 formed concomitantly in the cyclization reaction was found to depend remarkably upon the reaction temperture and the 85-94% of E-stereoselectivity was attained at minus 78 degree C. By the method, the ochtodane derivatives with the sulfur- or oxygen-functional groups on the C(6)-position were obtained.

Facile Regio- and Stereo-specific Allylic Oxidation of gem-Dimethyl Olefins via Addition of Benzenesulphenyl Chloride. Synthesis of Allylic Oxygenated Terpenes

Novel and facile terminal trans-allylic and internal allylic oxidations of the gem-dimethyl olefin terminus of the terpenoids (1) are described which take place site-, regio-, and stereo-specificially via the same intermediate adduct between benzenesulphenyl chloride and (1).By this method, the allylic oxygenated terpenes (+/-)-nuciferal (11), (+/-)-ar-turmerone (12), (+/-)-ipsdienol (3c), neotorreyol (2e), (+/-)-6-hydroxydendrolasin (3e), and 6-oxodendrolasin (14) were synthesized.