Synthesis of β-silyl α-amino acids via visible-light-mediated hydrosilylation

Yongqiang Zhang, Wei Wang, Yi Wan, Jiajie Zhu, Qiyang Yuan

Research output: Contribution to journalArticlepeer-review

11 Scopus citations

Abstract

An expedient synthesis of β-silyl α-amino acids is reported via the application of visible-light-mediated hydrosilylation. The reaction utilizes readily accessible and structurally diverse hydrosilanes to provide radicals for conjugate addition to dehydroalanine ester and analogues. Notably, the use of chiral methyleneoxazolidinone as the substrate and chiral inducer enabled the highly stereoselective synthesis. Furthermore, the reaction could also be performed in a continuous flow fashion and scaled up to the gram scale.

Original languageEnglish (US)
Pages (from-to)1406-1410
Number of pages5
JournalOrganic Letters
Volume23
Issue number4
DOIs
StatePublished - Feb 19 2021
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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