- A convenient, improved synthesis of (camphoryl)sulfonyl oxaziridines
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A convenient, efficient procedure for the large scale synthesis of chiral oxidizing reagents (+), and (-)-((8,8-dichlorocamphory)sulfonyl)oxaziridine, 5, as well as of 8,8 unsubstituted (+), and (-) (camphoryl)sulfonyl oxaziridine, 4, from (+), or (-) (camphoryl)imine, 2, in step yields of 83% to 95%, is reported.
- Mergelsberg,Gala,Scherer,DiBenedetto,Tanner
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- Asymmetric Oxidation of Ester and Amide Enolates Using New (Camphorylsulfonyl)oxaziridines
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The first asymmetric oxidation of ester and amide lithium enolates 5 to optically active α-hydroxycarbonyl compounds 6 is reported using new, easily prepared, stable (camphorylsulfonyl)oxaziridines (+)-(2R,8aS)-3 and (-)-(2S,8aR)-4.Either enantiomer of 6 can be readily obtained because the configuration of the oxaziridine three-membered ring determines the product stereochemistry.
- Davis, Franklin A.,Haque, M. Serajul,Ulatowski, Terrance G.,Towson, James C
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p. 2402 - 2404
(2007/10/02)
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