Chiral selenide-catalyzed, highly regio- And enantioselective intermolecular thioarylation of alkenes with phenols

Yuanyuan Zhang, Yaoyu Liang, Xiaodan Zhao*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

36 Citations (Scopus)

Abstract

Enantioselective electrophilic three-component thioarylation of alkenes by chiral selenide catalysis with free phenols as arylating sources is disclosed. A variety of chiral phenols were achieved in high regio-, enantio-, and diastereoselectivities. Mechanistic studies revealed that this transformation went through carbon nucleophilic attack to give the products rather than the process of intramolecular rearrangement of phenolic ether intermediates. The application of this organocatalytic method in the alkylation of methoxy-substituted benzenes elucidated its generality.

Original languageEnglish
Pages (from-to)3755-3761
Number of pages7
JournalACS Catalysis
Volume11
Issue number6
DOIs
Publication statusPublished - 19 Mar 2021
Externally publishedYes

Funding

Publisher Copyright: © 2021 American Chemical Society.

All Science Journal Classification (ASJC) codes

  • Catalysis
  • General Chemistry

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