Please use this identifier to cite or link to this item: http://dspace.library.iitb.ac.in/xmlui/handle/100/16616
Title: Predictably Selective (sp(3))C-O Bond Formation through Copper Catalyzed Dehydrogenative Coupling: Facile Synthesis of Dihydro-oxazinone Derivatives
Authors: MODAK, A
DUTTA, U
KANCHERLA, R
MAITY, S
BHADRA, M
MOBIN, SM
MAITI, D
Issue Date: 2014
Publisher: AMER CHEMICAL SOC
Citation: ORGANIC LETTERS, 16(10)2602-2605
Abstract: An intramolecular dehydrogenative (sp(3))C-O bond formation in salicylamides can be initiated by an active Cu/O-2 species to generate pharamaceutically relevant dihydro-oxazinones. Experimental findings suggest that stereoelectronic parameters in both coupling partners are controlling factors for site selectivity in bond formation. Mechanistic investigations including isotope labeling, kinetic studies helped to propose a catalytic cycle. The method provides a convenient synthesis of an investigational new medicine CX-614, which has potential in finding treatment for Parkinson's and Alzheimer's diseases.
URI: http://dx.doi.org/10.1021/ol500670h
http://dspace.library.iitb.ac.in/jspui/handle/100/16616
ISSN: 1523-7060
1523-7052
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