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Letter

New General Sulfinylating Process for Asymmetric Synthesis of Enantiopure Sulfinates and Sulfoxides

Supporting Info

Bruce Z. Lu,*^† Fuqiang Jin, Yongda Zhang,^† Xinhe Wu, Stephen A. Wald, and Chris H. Senanayake*^‡

Chemical Process R&D, Sepracor, Inc., 84 Waterford Drive, Marlborough, Massachusetts 01752

Org. Lett., 2005, 7 (8), pp 1465–1468

DOI: 10.1021/ol0501020

Publication Date (Web): March 18, 2005

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

†

Current address: Chemical Development, Boehringer-Ingelheim Pharmaceuticals, Inc., 800 East Leigh Street, Suite 205, Richmond, VA 23219.

‡

Current address: Chemical Development, Boehringer-Ingelheim Pharmaceuticals, Inc., 900 Ridgebury Road, Ridgefield, CT 06877.

, zlu@rdg.boehringer-ingelheim.com

Abstract

A general process for the efficient synthesis of sulfinyl transfer agents has been developed using cinchona alkaloids quinine and quinidine as chiral auxiliaries. The importance of these new and unique sulfinyl transfer agents is exemplified by the expedient synthesis of several sulfoxides in excellent enantiopurities and high yields.

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