Visible-light-mediated decarboxylative benzoyloxylation of β-hydroxy amino acids and its application to synthesis of functional 1,2-amino alcohol derivatives

Shinsuke Inuki, Keisuke Sato, Yukari Fujimoto

Research output: Contribution to journalArticle

6 Citations (Scopus)

Abstract

We have developed a novel method for decarboxylative benzoyloxylation of β-hydroxy amino acids using photoredox catalyst Ru(bpy)<inf>3</inf>Cl<inf>2</inf>·6H<inf>2</inf>O and benzoylperoxide (BzO)<inf>2</inf>. This strategy was expanded to the synthesis of structurally diverse chiral 1,2-amino alcohols with different aryl or alkyl groups, starting from serine or threonine derivatives.

Original languageEnglish
Pages (from-to)5787-5790
Number of pages4
JournalTetrahedron Letters
Volume56
Issue number42
DOIs
Publication statusPublished - 2015 Oct 14

Keywords

  • Amino alcohols
  • N-Acyliminium
  • Photocatalysis
  • Ruthenium
  • Visible light

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

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