Synthesis of lactate derivatives via reductive radical addition to α-oxyacrylates

Justin B. Diccianni, Mason Chin, Tianning Diao

Research output: Contribution to journalArticlepeer-review

Abstract

Lactate derivatives are important synthetic precursors to a variety of pharmaceutical products. Previously reported methods to prepare lactates require multiple steps or have limited scopes. Herein, we report a Ni-catalyzed reductive addition of a variety of alkyl iodides to α-oxyacrylates to afford substituted lactates. Exploring the scope of radical acceptors reveals that electron-deficient alkenes, ranging from cyclohexenone to para-caboxystyrene, undergo efficient coupling with alkyl iodides. This method represents an alternative strategy access lactate derivatives.

Original languageEnglish (US)
Pages (from-to)4180-4185
Number of pages6
JournalTetrahedron
Volume75
Issue number31
DOIs
StatePublished - Aug 2 2019

Keywords

  • Addition
  • Lactate
  • Nickel
  • Radical
  • Synthesis

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Synthesis of lactate derivatives via reductive radical addition to α-oxyacrylates'. Together they form a unique fingerprint.

Cite this