309929-54-2Relevant 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
Diaz,Martin
, p. 7896 - 7901 (2007/10/03)
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.
