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  • Title: Asymmetric Synthesis of Propargylic α-Stereogenic Tertiary Amines by Reductive Alkynylation of Tertiary Amides Using Ir/Cu Tandem Catalysis.
    Author: Agrawal T, Perez-Morales KD, Cort JA, Sieber JD.
    Journal: J Org Chem; 2022 May 06; 87(9):6387-6392. PubMed ID: 35435681.
    Abstract:
    The development of an asymmetric protocol for the reductive alkynylation of amides to access important α-stereogenic tertiary propargylic amines is reported using a tandem Ir-catalyzed hydrosilylation/enantioselective Cu-catalyzed alkynylation. The reaction utilizes a Cu/PyBox catalyst system in the alkynylation step to achieve asymmetry and affords excellent yields with moderate to good levels of enantiocontrol while employing low Ir-catalyst loadings (0.5 mol %).
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