« Previous Abstract"[Preparation, characterization of Si doped TiO2 nanotubes and its application in photocatalytic oxidation of VOCs]"    Next Abstract"Synthesis and bioassay of racemic and chiral trans-alpha-necrodyl isobutyrate, the sex pheromone of the grape mealybug Pseudococcus maritimus" »

J Org Chem

Title:		"Synthesis of the pheromone of the longtailed mealybug, a sterically congested, irregular monoterpenoid"
Author(s):		Zou Y; Millar JG;
Address:		"Department of Entomology, University of California, Riverside, California 92521-0001, USA"
Journal Title:		J Org Chem
Year:		2009
Volume:		74
Issue:		18
Page Number:		7207 - 7209
DOI:		10.1021/jo901505y
ISSN/ISBN:		1520-6904 (Electronic) 0022-3263 (Linking)
Abstract:		"A straightforward and scaleable synthesis of the sterically congested pheromone of the longtailed mealybug, with two adjacent quarternary carbons in a cyclopentene ring, was accomplished in 13.5% overall yield. Key steps included regiospecific cyclization of an alpha-diazo-beta-ketoester to build the cyclopentane ring, followed by reduction of the enol triflate of the ketone to place the double bond"
Keywords:		"Animals Azo Compounds/chemistry Cyclization Cyclopentanes/chemistry Esters/chemistry Hemiptera/*chemistry/physiology Ketones/chemistry Models, Chemical Monoterpenes/*chemical synthesis/chemistry Oxidation-Reduction Pheromones/*chemical synthesis/chemistry;"
Notes:		"MedlineZou, Yunfan Millar, Jocelyn G eng Research Support, Non-U.S. Gov't 2009/08/20 J Org Chem. 2009 Sep 18; 74(18):7207-9. doi: 10.1021/jo901505y"