Gold(III) salen complex-catalyzed synthesis of propargylamines via a three-component coupling reaction

Vanessa Kar Yan Lo, Yungen Liu, Man Kin Wong, Chi Ming Che

Research output: Journal article publicationJournal articleAcademic researchpeer-review

337 Citations (Scopus)

Abstract

Propargylamines have been synthesized by a gold(III) salen complex-catalyzed three-component coupling reaction of aldehydes, amines, and alkynes in water in excellent yields at 40 °C. With chiral prolinol derivatives as the amine component, excellent diastereoselectivities (up to 99:1) have been attained. This coupling reaction has been applied to the synthesis of propargylamine-modified artemisinin derivatives with the delicate endoperoxide moieties remaining intact. Cytotoxicities with IC50 values up to 1.1 μM against a human hepatocellular carcinoma cell line (HepG2) were exhibited by these artemisinin derivatives.
Original languageEnglish
Pages (from-to)1529-1532
Number of pages4
JournalOrganic Letters
Volume8
Issue number8
DOIs
Publication statusPublished - 13 Apr 2006
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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