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Org Lett

Title:		Ring-closing metathesis/fragmentation route to geometrically defined medium-ring cycloalkenes: total synthesis of (+/-)-periplanone C
Author(s):		Ivkovic A; Matovic R; Saicic RN;
Address:		"Faculty of Chemistry, University of Belgrade, Studentski trg 16, P.O. Box 158, 11000 Belgrade, Serbia and Montenegro"
Journal Title:		Org Lett
Year:		2004
Volume:		6
Issue:		8
Page Number:		1221 - 1224
DOI:		10.1021/ol049875z
ISSN/ISBN:		1523-7060 (Print) 1523-7052 (Linking)
Abstract:		"The combination of alkene metathesis and beta-fragmentation offers an efficient entry into (Z)-configured medium-ring cycloalkenes. The versatility of this method is demonstrated by the total synthesis of Periplanone C, a semiochemical of Periplaneta americana. [reaction: see text]"
Keywords:		Animals Cross-Linking Reagents/*chemistry Cyclization Cycloparaffins/*chemical synthesis/*chemistry Molecular Structure Periplaneta/*chemistry Stereoisomerism;
Notes:		"MedlineIvkovic, Aleksandar Matovic, Radomir Saicic, Radomir N eng Research Support, Non-U.S. Gov't 2004/04/09 Org Lett. 2004 Apr 15; 6(8):1221-4. doi: 10.1021/ol049875z"