Tetrahedron

Practical and highly stereoselective technology for preparation of enantiopure sulfoxides and sulfinamides utilizing activated and functionally differentiated N-sulfonyl- …

Z Han, D Krishnamurthy, P Grover, QK Fang, X Su…

Index: Han, Zhengxu; Krishnamurthy, Dhileepkumar; Grover, Paul; Fang, Q. Kevin; Su, Xiping; Wilkinson, H. Scott; Lu, Zhi-Hui; Magiera, Daniel; Senanayake, Chris H. Tetrahedron, 2005 , vol. 61, # 26 p. 6386 - 6408

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Citation Number: 47

Abstract

A simple, general, and practical technology to prepare enantiopure 1, 2, 3-oxathiazolidine-2- oxide derivatives using chiral aryl N-sulfonyl aminoalcohol derivatives and thionyl chloride is reported. The versatility of these novel chiral building blocks (MIOO and TMPOO), was exemplified by the expedient production of a variety of unique chiral sulfoxides and valuable chiral sulfinamides in excellent yields and enantiopurities.