Properly Designed Modular Asymmetric Synthesis for Enantiopure Sulfinamide Auxiliaries from N-Sulfonyl-1,2,3-oxathiazolidine-2-oxide Agents

Simple and practical asymmetric synthesis of functionally differentiated aminoindanol based endo-N-sulfonyl 1,2,3-oxathiazolidine-2-oxide as sulfinyl transfer agents are developed. The importance of these new and unique sulfinyl transfer reagents are exemplified by the expedient production of several sulfinamide ligands, including either enantiomer of (R)-tert-butanesulfinamide in excellent yields and enantiopurities.