Enantioselective oxidation of vic-diols to optically active α-hydroxy ketones by a fructose-derived dioxirane

Tetrahedron Asymmetry

Volumn 9, Issue 23, 1998, Pages 4117-4122

  Adam, Waldemar ^a   Saha Möller, Chantu R ^a   Zhao, Cong Gui ^a  

^a UNIVERSITY OF WÜRZBURG   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

ETHYLENE OXIDE; FRUCTOSE; KETOL;

ARTICLE; HYDROGEN BOND; OXIDATION; PRIORITY JOURNAL; RACEMIC MIXTURE; STEREOCHEMISTRY;

EID: 0344573808     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(98)00444-3     Document Type: Article

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42. 4. After removal of the solvent (20°C/20 mbar), the residue was purified by silica-gel chromatography to give the recovered ketone 1 (38.0 mg, 49%) and benzoin 3a (17.5 mg, 82%).
43. The oxidation of 1-phenyl-1,2-propanediol by dimethyldioxirane (DMD) gave a mixture of 2-hydroxy-1-phenyl-1-propanone, 1-hydroxy-1-phenyl-2-propanone and 1-phenyl-1,2-propanedione in a ratio of 52:32:16 (see ref. 11d).