Davis, Franklin A.; Weismiller, Michael C. published the artcile< Enantioselective synthesis of tertiary α-hydroxy carbonyl compounds using [(8,8-dichlorocamphoryl)sulfonyl]oxaziridine>, Formula: C10H15NO3S, the main research area is carbonyl compound alpha hydroxy asym synthesis; chlorocamphorylsulfonyloxaziridine oxidizing agent; tetralone enolate oxidation asym oxaziridine.
Very high stereoinduction, generally 90-95% ee, is observed for the asym. oxidation of 2-substituted-1-tetralone enolates to 2-hydroxy-2-substituted-1-tetralones by (+)-(8,8-dichlorocamphorylsulfonyl)oxaziridine (I), a new oxaziridine type. Not only are these tertiary-α-hydroxy carbonyl compounds difficult to prepare, enantiomerically pure, via other methods, but they are also models for several biol. active compounds This new asym. oxidizing reagent also affords exceptional ee’s for the asym. oxidation of acyclic ketone enolates as well. For example, oxidation of the sodium enolate of 1-phenylpropanone with I affords (S)-2-hydroxy-1-phenylpropanone in greater than 95% ee. I is prepared in two steps, in good overall yield, from (camphorsulfonyl)imine II. The results of this study demonstrate that modification of the oxaziridine active site is an efficient method for improving enolate oxidation stereoselectivities.
Journal of Organic Chemistry published new progress about Oxidation, stereoselective. 104322-63-6 belongs to class isothiazole, and the molecular formula is C10H15NO3S, Formula: C10H15NO3S.
Referemce:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com