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

Justin B. Diccianni, Mason Chin, Tianning Diao

Research output: Contribution to journalArticle

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)
JournalTetrahedron
DOIs
StatePublished - Jan 1 2019

Fingerprint

Lactates
Iodides
Lactic Acid
Derivatives
Alkenes
Electrons
Pharmaceutical Preparations

Keywords

  • Addition
  • Lactate
  • Nickel
  • Radical
  • Synthesis

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Synthesis of lactate derivatives via reductive radical addition to α-oxyacrylates. / Diccianni, Justin B.; Chin, Mason; Diao, Tianning.

In: Tetrahedron, 01.01.2019.

Research output: Contribution to journalArticle

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