Palladium-catalyzed addition reaction of thioesters to norbornenes

Mieko Arisawa, Saori Tanii, Tomoki Yamada, Masahiko Yamaguchi

Research output: Contribution to journalArticlepeer-review

4 Citations (Scopus)

Abstract

Abstract A palladium complex derived from Pd2(dba)3 and tris(2,4,6-trimethoxyphenyl)phosphine catalyzes the addition reaction of thioesters to norbornenes, giving trans-2-acyl -3-organothionorbornanes. The trans-adducts are predominantly obtained with the acyl group at the endo-position and the organothio group at the exo-position. Aroyl and heteroaroyl thioesters as well as alkanoyl thioesters were reacted, including S-(4-tolyl) phenylthioglyoxylate and methyl 2-(4-tolylthio)-2-oxo-acetate.

Original languageEnglish
Article number26760
Pages (from-to)6449-6458
Number of pages10
JournalTetrahedron
Volume71
Issue number37
DOIs
Publication statusPublished - 2015 Aug 7

Keywords

  • Addition reaction
  • Norbornenes
  • Palladium
  • Thioesters

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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