Enantioselective Synthesis of Diverse Sulfinamides and Sulfinylferrocenes from Phenylglycine-Derived Chiral Sulfinyl Transfer Agent
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- 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
- 刊名：Journal of Organic Chemistry
- 出版年：2011
- 出版时间：July 1, 2011
- 年：2011
- 卷：76
- 期：13
- 页码：5480-5484
- 全文大小：826K
- 年卷期：v.76,no.13(July 1, 2011)
- ISSN：1520-6904
文摘
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鈥檚. 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.