Branch-selective allylic C-H carboxylation of terminal alkenes by pd/sox catalyst

Hiroki Kondo, Feng Yu, Junichiro Yamaguchi, Guosheng Liu, Kenichiro Itami

Research output: Contribution to journalArticle

37 Citations (Scopus)

Abstract

A ligand-controlled branch-selective allylic C-H carboxylation through Pd catalysis is described. The developed catalytic system, which consists of Pd(OAc)2, sulfoxide-oxazoline (sox) as a ligand and benzoquinone as an oxidant, couples terminal alkenes and carboxylic acids to furnish the corresponding branched allylic esters with high regioselectivity.

Original languageEnglish
Pages (from-to)4212-4215
Number of pages4
JournalOrganic Letters
Volume16
Issue number16
DOIs
Publication statusPublished - 2014 Aug 15
Externally publishedYes

Fingerprint

sulfoxide
carboxylation
Carboxylation
Alkenes
alkenes
Ligands
catalysts
Regioselectivity
ligands
Catalysts
quinones
Carboxylic Acids
Catalysis
Oxidants
carboxylic acids
catalysis
esters
Esters
acids

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Biochemistry
  • Medicine(all)

Cite this

Branch-selective allylic C-H carboxylation of terminal alkenes by pd/sox catalyst. / Kondo, Hiroki; Yu, Feng; Yamaguchi, Junichiro; Liu, Guosheng; Itami, Kenichiro.

In: Organic Letters, Vol. 16, No. 16, 15.08.2014, p. 4212-4215.

Research output: Contribution to journalArticle

Kondo, Hiroki ; Yu, Feng ; Yamaguchi, Junichiro ; Liu, Guosheng ; Itami, Kenichiro. / Branch-selective allylic C-H carboxylation of terminal alkenes by pd/sox catalyst. In: Organic Letters. 2014 ; Vol. 16, No. 16. pp. 4212-4215.
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