Facile palladium-mediated conversion of ethanethiol esters to aldehydes and ketones

Hidetoshi Tokuyama, Satoshi Yokoshima, Tohru Yamashita, Shao Cheng Lin, Leping Li, Tohru Fukuyama

Research output: Contribution to journalArticle

49 Citations (Scopus)

Abstract

Treatment of ethanethiol esters with triethylsilane and palladium on carbon at ambient temperature furnished aldehydes. In addition, a variety of ketones have been prepared by a palladium-catalyzed reaction of ethanethiol esters with organozinc reagents. Various functional groups, including esters, ketones, aromatic halides and aldehydes, tolerate both transformation reactions. These novel reactions can also be applied to the synthesis of α-amino aldehyde and α-amino ketone derivatives using the corresponding L-α-amino thiol esters without causing racemization.

Original languageEnglish
Pages (from-to)381-387
Number of pages7
JournalJournal of the Brazilian Chemical Society
Volume9
Issue number4
DOIs
Publication statusPublished - 1998

Keywords

  • Aldehyde
  • Ketone
  • Organozinc reagent
  • Palladium-catalyst
  • Thiol ester
  • Trietyl silane

ASJC Scopus subject areas

  • Chemistry(all)

Fingerprint Dive into the research topics of 'Facile palladium-mediated conversion of ethanethiol esters to aldehydes and ketones'. Together they form a unique fingerprint.

  • Cite this