309929-55-3

Upstream product

• 309929-54-2 (3R,5R)-5-methyl-1-(phenylmethoxy)undec-6-yn-3-ol 
• 309929-53-1 (4S)-4,6-bis(phenylmethoxy)hexan-2-one 
• 309929-52-0 (3R)-3,5-bis(phenylmethoxy)pentan-1-ol 
• 309929-56-4 (5S,3R)-5-methylundecane-1,3-diol 
• 128524-85-6 (3R)-5-(phenylmethoxy)pentane-1,3-diol 
• 111466-55-8 ((2S,3S)-3-(2-(benzyloxy)ethyl)oxiran-2-yl)methanol 

Relevant academic research and scientific papers

Enantioselective synthesis of alkyl-branched alkanes. Synthesis of the stereoisomers of 7,11-dimethylheptadecane and 7-methylheptadecane, components of the pheromone of Lambdina species

The stereoisomers of 7,11-dimethylheptadecane and 7-methylheptadecane have been synthesized. The key step used has been the intramolecular hydride transfer from a secondary γ-benzyloxy group with defined absolute stereochemistry to a cation generated by Lewis acid treatment of the suitable tertiary Co2(CO)6-complexed propargylic alcohol. The application of this method provided stereochemically defined α-alkyl-γ-hydroxy-acetylenes that after hydrogenation and further reductive elimination of the hydroxyl group yielded sec-alkyl hydrocarbons.