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

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

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62 Citations (Scopus)


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
Issue number4
Publication statusPublished - 1998


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


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