Title: | Ring closing metathesis/fragmentation route to (Z)-configured medium ring cycloalkenes. Total synthesis of (+/-)-periplanone C |
Author(s): | Matovic R; Ivkovic A; Manojlovic M; Tokic-Vujosevic Z; Saicic RN; |
Address: | "Faculty of Chemistry, University of Belgrade, Studentski trg 16, 11000 Belgrade, Serbia" |
ISSN/ISBN: | 0022-3263 (Print) 0022-3263 (Linking) |
Abstract: | The combination of ring closing metathesis and beta-fragmentation offers an efficient entry into (Z)-configured medium ring cycloalkenes. The fragmentation step can be effected under anionic or radical conditions. The versatility of this method is demonstrated by the total synthesis of (+/-)-periplanone C-a macrocyclic pheromone of Periplaneta americana |
Keywords: | "Alkenes/*chemistry Cyclization Cycloparaffins/*chemical synthesis Magnetic Resonance Spectroscopy Spectrometry, Mass, Electrospray Ionization Stereoisomerism;" |
Notes: | "MedlineMatovic, Radomir Ivkovic, Aleksandar Manojlovic, Marija Tokic-Vujosevic, Zorana Saicic, Radomir N eng Research Support, Non-U.S. Gov't 2006/12/02 J Org Chem. 2006 Dec 8; 71(25):9411-9. doi: 10.1021/jo061790j" |