Enantioselective Construction of Chiral Sulfides via Catalytic Electrophilic Azidothiolation and Oxythiolation of N-Allyl Sulfonamides

Yaoyu Liang, Xiaodan Zhao*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

55 Citations (Scopus)

Abstract

An efficient and convenient pathway was developed for enantioselective synthesis of chiral sulfides by chiral bifunctional selenide-catalyzed electrophilic azidothiolation and oxythiolation of N-allyl sulfonamides. By this protocol, a variety of chiral vicinal azidosulfides and oxysulfides were obtained in good yields with high enantioselectivities and diastereoselectivities. In this transformation, not only electrophilic arylthiolating reagents but also a wide range of electrophilic alkylthiolating reagents worked very well. The practical application of this method was elucidated by further transformations of the products into the diversified compounds.

Original languageEnglish
Pages (from-to)6896-6902
Number of pages7
JournalACS Catalysis
Volume9
Issue number8
DOIs
Publication statusPublished - 2 Aug 2019
Externally publishedYes

Funding

Publisher Copyright: © 2019 American Chemical Society.

All Science Journal Classification (ASJC) codes

  • Catalysis
  • General Chemistry

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