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  • Title: Cu(I)-catalyzed synthesis of dihydropyrimidin-4-ones toward the preparation of β- and β3-amino acid analogues.
    Author: Rajagopal B, Chen YY, Chen CC, Liu XY, Wang HR, Lin PC.
    Journal: J Org Chem; 2014 Feb 07; 79(3):1254-64. PubMed ID: 24417351.
    Abstract:
    A copper(I)-catalyzed synthesis of substituted dihydropyrimidin-4-ones from propargyl amides via the formation of ketenimine intermediate has been successfully developed; the synthesis afforded good isolated yields (80-95%). The mild reaction conditions at room temperature allow the reaction to proceed to completion in a few hours without altering the stereochemistry. Further, by involving a variety of reactive nucleophiles, the obtained substituted dihydropyrimidin-4-ones were elegantly transformed into the corresponding β- and β(3)-amino acid analogues.
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