Enantioselective Synthesis of Diverse Sulfinamides and Sulfinylferrocenes from Phenylglycine-Derived Chiral Sulfinyl Transfer Agent
作者:Zhengxu S. Han、Angelica M. Meyer、Yibo Xu、Yongda Zhang、Robert Busch、Sherry Shen、Nelu Grinberg、Bruce Z. Lu、Dhileep Krishnamurthy、Chris H. Senanayake
DOI:10.1021/jo200715c
日期:2011.7.1
A new chiral sulfinyl, transfer auxiliary derived from readily available phenylglycine was developed. This auxiliary is utilized to synthesize a diverse array of alkyl- and arylsulfinamides and sulfinylferrocenes in high yields and excellent ee's. The desired products are produced in a one-pot sequence from the oxathiazolidine 2-oxide by two sequential nucleophilic additions that proceed in a stereospecific manner.