Synthesis of Enantioenriched α-Deuterated α-Amino Acids Enabled by an Organophotocatalytic Radical Approach

Peng Ji, Yueteng Zhang, Yue Dong, He Huang, Yongyi Wei, Wei Wang

Research output: Contribution to journalArticlepeer-review

26 Scopus citations

Abstract

A mild, versatile organophotoredox protocol has been developed for the preparation of diverse, enantioenriched α-deuterated α-amino acids. Distinct from the well-established two-electron transformations, this radical-based strategy offers the unrivaled capacity of the convergent unification of readily accessible feedstock carboxylic acids and a chiral methyleneoxazolidinone fragment and the simultaneous highly diastereo-, chemo-, and regioselective incorporation of deuterium. Furthermore, the approach has addressed the long-standing challenge of the installation of sterically demanding side chains into α-amino acids.

Original languageEnglish (US)
Pages (from-to)1557-1562
Number of pages6
JournalOrganic Letters
Volume22
Issue number4
DOIs
StatePublished - Feb 21 2020
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Fingerprint

Dive into the research topics of 'Synthesis of Enantioenriched α-Deuterated α-Amino Acids Enabled by an Organophotocatalytic Radical Approach'. Together they form a unique fingerprint.

Cite this