34562-09-9

Upstream product

• 106-24-1 Geraniol 
• 27539-94-2 (3E)-4,8-dimethylnona-3,7-dien-2-one 
• 853065-81-3 1-methylgeraniol 
• 141-27-5 3,7-dimethyl-2,6-octadienal 

Downstream Products

• 1384063-06-2 (R,E)-4,8-dimethyl-1-phenyl-4-((E)-prop-1-en-1-yl)nona-1,7-dien-3-one 
• 1384062-97-8 (2R,3R)-methyl 2-hydroxy-3,7-dimethyl-3-((E)-prop-1-en-1-yl)-2-((E)-styryl)oct-6-enoate 

Relevant academic research and scientific papers

Allylic substitution for construction of a chiral quaternary carbon possessing an aryl group

Phenylcopper reagents derived from 2:1 PhMgBr/Cu(acac)2 and 3:1:1 PhMgBr/Cu(acac)2/ZnI2 were found to be highly reactive and regioselective in the allylic substitution of γ,γ- disubstituted secondary allylic picolinates designed for construction of a quaternary carbon, whereas the previous 2:1 ArMgBr/CuBr·Me2S reagent and that with ZnX2 were unsuccessful. The generality of the ArMgBr/Cu(acac)2 reagent was examined with enantiomerically enriched allylic picolinates, which furnished quaternary carbons with high efficiency in >92% regioselectivity and >97% chirality transfer. Two cyclohexanes with a quaternary carbon were synthesized by using these reagents.

Highly stereoselective C-C bond formation by rhodium-catalyzed tandem ylide formation/[2,3]-sigmatropic rearrangement between donor/acceptor carbenoids and chiral allylic alcohols

The tandem ylide formation/[2,3]-sigmatropic rearrangement between donor/acceptor rhodium carbenoids and chiral allyl alcohols is a convergent C-C bond forming process, which generates two vicinal stereogenic centers. Any of the four possible stereoisomers can be selectively synthesized by appropriate combination of the chiral catalyst Rh2(DOSP)4 and the chiral alcohol.