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J Org Chem


Title:Addition of organocerium reagents to morpholine amides: synthesis of important pheromone components of Achaea janata
Author(s):Badioli M; Ballini R; Bartolacci M; Bosica G; Torregiani E; Marcantoni E;
Address:"Department of Chemical Sciences, University of Camerino, Via S. Agostino 1, Italy"
Journal Title:J Org Chem
Year:2002
Volume:67
Issue:25
Page Number:8938 - 8942
DOI: 10.1021/jo0263061
ISSN/ISBN:0022-3263 (Print) 0022-3263 (Linking)
Abstract:"Readily preparable morpholine amides hitch in good yields with organocerium reagents to produce ketones. Even in the presence of substrates and reagents with high steric hindrance, the organometallic compounds prepared from dry cerium(III) chloride and organomagnesium or organolithium compounds at -78 degrees C add cleanly to morpholine amides. The low cost of starting materials makes this new scheme of synthesis very interesting for the preparation of biologically important pheromones"
Keywords:Amides/chemistry Animals Catalysis Cerium/*chemistry Ketones/chemical synthesis Lepidoptera/*physiology Magnetic Resonance Spectroscopy Molecular Structure Morpholines/*chemistry Organometallic Compounds/*chemistry Pheromones/*chemical synthesis Structure;
Notes:"MedlineBadioli, Michele Ballini, Roberto Bartolacci, Massimo Bosica, Giovanna Torregiani, Elisabetta Marcantoni, Enrico eng Research Support, Non-U.S. Gov't 2002/12/07 J Org Chem. 2002 Dec 13; 67(25):8938-42. doi: 10.1021/jo0263061"

 
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