Regio- and stereoselective additions of diphenyldithiophosphinic acid to N-(1-alkynyl)amides and 1-alkynyl sulfides

Shigenari Kanemura, Azusa Kondoh, Hiroto Yasui, Hideki Yorimitsu, Koichiro Oshima

Research output: Contribution to journalArticle

17 Citations (Scopus)

Abstract

Treatment of N-(l-alkynyl)amides and 1-alkynyl sulfides with diphenyldithiophosphinic acid affords (E)-ketene N,S-acetals and S.S-acetals, respectively. The addition reactions proceed in syn fashions, which consist of protonation of the electron-rich alkynes and the following nucleophilic addition of diphenyldithiophosphinate anion to the resulting cationic intermediates.

Original languageEnglish
Pages (from-to)506-514
Number of pages9
JournalBulletin of the Chemical Society of Japan
Volume81
Issue number4
DOIs
Publication statusPublished - 2008 Dec 1
Externally publishedYes

ASJC Scopus subject areas

  • Chemistry(all)

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