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  • Title: Gold(III) Salen complex-catalyzed synthesis of propargylamines via a three-component coupling reaction.
    Author: Lo VK, Liu Y, Wong MK, Che CM.
    Journal: Org Lett; 2006 Apr 13; 8(8):1529-32. PubMed ID: 16597102.
    Abstract:
    [reaction: see text] 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 degrees 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 IC(50) values up to 1.1 microM against a human hepatocellular carcinoma cell line (HepG2) were exhibited by these artemisinin derivatives.
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