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Org Lett

Title:		'One-pot' reductive lactone alkylation provides a concise asymmetric synthesis of chiral isoprenoid targets
Author(s):		Cao J; Perlmutter P;
Address:		"School of Chemistry, Monash University, Clayton VIC 3800, Australia"
Journal Title:		Org Lett
Year:		2013
Volume:		20130819
Issue:		17
Page Number:		4327 - 4329
DOI:		10.1021/ol401801g
ISSN/ISBN:		1523-7052 (Electronic) 1523-7052 (Linking)
Abstract:		"An efficient method, based on nucleophilic addition to lactones followed by modified in situ Clemmensen reduction, provides a short synthetic route to chiral isoprenoid targets. The efficacy of this method has been exemplified through the synthesis of several targets including the commercial fragrance Rosaphen, the side chain of Zaragozic acid C, the cotton leaf sex pheromone, and the side chains of vitamin E"
Keywords:		"Alkylation Bridged Bicyclo Compounds, Heterocyclic/*chemical synthesis/chemistry Catalysis Lactones/*chemical synthesis/chemistry Molecular Structure Nuclear Magnetic Resonance, Biomolecular Terpenes/*chemical synthesis/chemistry;"
Notes:		"MedlineCao, Jia Perlmutter, Patrick eng Research Support, Non-U.S. Gov't 2013/08/21 Org Lett. 2013 Sep 6; 15(17):4327-9. doi: 10.1021/ol401801g. Epub 2013 Aug 19"