I. Studies toward an enantioselective nucleophilic catalyst based on dimethylaminopyridine (DMAP) II. kinetic study of nucleophilic acylation catalysts
University of Wisconsin--Madison, 2001 - 168 pages
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Chiral Nucleophilic Catalysts: Applications in the Synthesis of 3,3 ...
Trisha Ann Duffey
Limited preview - 2008
Nonenzymatic Resolution of Secondary Alcohols
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10A Butyric 300 MHz NMR acetic anhydride activation parameters Acyl Transfer Acylation Acylation Catalyst Acylation of Alcohols Aldrich alkyl Allylic Alcohols amine Analytical TLC aryl base peak Butyric 22 catalyst catalyst 1A CDCl3 Chem DMAP DMAP derivatives eluent enantiomer enantiomeric excess Enantioselective Enantioselective Acylation Enzyme ester Et3N f-amyl alcohol HPLC HPLC analysis Hydrolysis imidazole imidazole ring iminium isopropanol/hexanes kcal/mol Kinetic Resolution Lewis acid Lipase MHz NMR CDC13 Minor Enantiomers mixture was heated mmol nitrogen NMR 100 MHz Nucleophilic Nucleophilic Catalysis obtained by crystallization OH OH parent ion PBO catalyst phenyl phosgene phosgene iminium chloride Pseudomonas Sp pyridine pyridine ring Racemic rate 1 mL/min reaction mixture reaction rate reactive reagent Resolution of Secondary room temperature Scheme Secondary Alcohols selectivity silica gel silica gel 60 solution steric structure Substrate Synthesis Table Tetrahedron Lett TLC on silica toluene Vedejs