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J Org Chem

Title:		"Enantioselective synthesis of alkyl-branched alkanes. Synthesis Of the stereoisomers of 7,11-dimethylheptadecane and 7-methylheptadecane, components of the pheromone of lambdina species"
Author(s):		Diaz DD; Martin VS;
Address:		"Instituto Universitario de Bio-Organica 'Antonio Gonzalez', Universidad de La Laguna, C/Astrofisico Francisco Sanchez, 2, 38206 La Laguna, Tenerife, Spain"
Journal Title:		J Org Chem
Year:		2000
Volume:		65
Issue:		23
Page Number:		7896 - 7901
DOI:		10.1021/jo0055436
ISSN/ISBN:		1520-6904 (Electronic) 0022-3263 (Linking)
Abstract:		"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 gamma-benzyloxy group with defined absolute stereochemistry to a cation generated by Lewis acid treatment of the suitable tertiary Co(2)(CO)(6)-complexed propargylic alcohol. The application of this method provided stereochemically defined alpha-alkyl-gamma-hydroxy-acetylenes that after hydrogenation and further reductive elimination of the hydroxyl group yielded sec-alkyl hydrocarbons"
Keywords:
Notes:		"PubMed-not-MEDLINEDiaz, DD Martin, VS eng 2000/11/14 J Org Chem. 2000 Nov 17; 65(23):7896-901. doi: 10.1021/jo0055436"