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Org Biomol Chem

Title:		Enantioselective synthesis of Anomala osakana pheromone and Janus integer pheromone: a flexible approach to chiral gamma-butyrolactones
Author(s):		Lin L; Zhao Q; Li AN; Ren F; Yang F; Wang R;
Address:		"State Key Laboratory of Applied Organic Chemistry and Institute of Biochemistry and Molecular Biology, Lanzhou University, Lanzhou, 730000, China"
Journal Title:		Org Biomol Chem
Year:		2009
Volume:		20090731
Issue:		18
Page Number:		3663 - 3665
DOI:		10.1039/b909418k
ISSN/ISBN:		1477-0539 (Electronic) 1477-0520 (Linking)
Abstract:		"The enantioselective synthesis of Anomala osakana pheromone and Janus integer pheromone has been achieved without using any protecting groups. The synthesis involved using an asymmetric alkynylation to obtain gamma-hydroxy-alpha,beta-acetylenic esters with high ee (84%) and yields ( approximately 80%), followed by selective hydrogenation and lactonization in high overall yields (87% and 89%)"
Keywords:		4-Butyrolactone/*chemistry Animals Coleoptera/*chemistry Female Hymenoptera/*chemistry Pheromones/*chemical synthesis/*chemistry Stereoisomerism Substrate Specificity;
Notes:		"MedlineLin, Li Zhao, Qiangyang Li, A-Ni Ren, Fengbo Yang, Fanzhi Wang, Rui eng Research Support, Non-U.S. Gov't England 2009/08/27 Org Biomol Chem. 2009 Sep 21; 7(18):3663-5. doi: 10.1039/b909418k. Epub 2009 Jul 31"