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.
Han
Zhengxu
Z
Chemical Process Research and Development, Sepracor, Inc., 111 Locke Drive, Marlborough, Massachusetts 01752, USA.
Krishnamurthy
Dhileepkumar
D
Grover
Paul
P
Fang
Q Kevin
QK
Senanayake
Chris H
CH
D000577:Amides / Q000138:chemical synthesis*; D013237:Stereoisomerism; D013441:Sulfinic Acids / Q000138:chemical synthesis*; D013461:Sulfur Oxides / Q000737:chemistry*; D013844:Thiazoles / Q000737:chemistry*
D000577:Amides; D013441:Sulfinic Acids; D013461:Sulfur Oxides; D013844:Thiazoles