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Carbon-Carbon Bond Formations via Catalytic Electrophilic Radical Chemistry

Posted on:2011-05-13Degree:Ph.DType:Thesis
University:Princeton UniversityCandidate:Pham, Phong VanFull Text:PDF
GTID:2441390002450493Subject:Chemistry
Abstract/Summary:
The photoredox catalysis protocol has been applied to a facile and efficient method for the synthesis of alpha-trifluoromethylated ketones, esters and amides, from the corresponding enolsilanes or carbonyl precursors, trifluoromethyl iodide, and 0.5% of Ru(bpy)3Cl2 as a catalyst. These methods offer a significant alternative to the existing methods for synthesizing alpha-trifluoromethylated carbonyl compounds.;The SOMO activation strategy has been utilized to achieve the enantioselective organocatalytic oxidative cyclization of allylsilane-pendant aldehydes, providing an efficient method for the synthesis of enantioenriched carbocycles and heterocycles. Also, this useful activation mode has been applied to achieve the intermolecular enantioselective organocatalytic alpha-arylation of aldehyde by using aryltrifluoroborate salts as SOMO-nucleophile reagents.
Keywords/Search Tags:Efficient method for the synthesis, Enantioselective organocatalytic
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