cis- and trans-N-(Benzylsulfinyl)hexahydrobenzoxazolidin-2-ones as novel chiral sulfinyl transfer reagents

Abstract The synthesis of N -benzylsulfinyl derivatives 5a – d from both pairs of enantiomeric hexahydrobenzoxazolidin-2-ones 4a – d is reported. The use of 5a – d as effective chiral sulfinylating reagents in the preparation of enantiopure sulfoxides (e.e.>98%) is also reported.