- A convenient, improved synthesis of (camphoryl)sulfonyl oxaziridines
-
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
-
p. 161 - 164
(2007/10/02)
-
- Enantioselective Synthesis of Tertiary α-Hydroxy Carbonyl Compounds Using ((8,8-Dichlorocamphoryl)sulfonyl)oxaziridine
-
Very high stereoinduction, generally 90-95percent ee, is observed for the asymmetric oxidation of 2-substituted-1-tetralone enolates to 2-hydroxy-2-substituted-1-tetralones by chiral nonracemic oxaziridine (+)-7.Not only are these α-hydroxy carbonyl compounds difficult to prepare enantiomerically pure via other methods, but they are also models for several biologically active compounds.
- Davis, Franklin A.,Weismiller, Michael C.
-
p. 3715 - 3717
(2007/10/02)
-
