Cooperative Ni/Cu‐Catalyzed Asymmetric Propargylic Alkylation of Aldimine Esters. (1st July 2020)

• Record Type: Journal Article
• Authors: Peng, Lingzi; He, Zhuozhuo; Xu, Xianghong; Guo, Chang
• Is Part Of: Angewandte Chemie. Volume 132:Number 34(2020)
• Page Start: 14376
• Page End: 14380
• Publication Date: 2020-07-01
• Subjects: asymmetric catalysis -- chiral amine esters -- dual catalysis -- homogeneous catalysis -- propargylation; Chemistry -- Periodicals; 540
• DOI: 10.1002/ange.202005019
• Languages: English
• ISSNs: 0044-8249

Abstract

Abstract: A novel Ni/Cu dual catalysis gives rise to fundamentally new cooperative reactivity and enables the regio‐ and enantioselective propargylic alkylation reaction. A diverse set of α‐quaternary propargylated amino ester derivatives were synthesized in good yields with excellent enantioselectivity (up to 99 % ee ). This work highlights the power of cooperative catalysis, which can be expected to have broad implications in homogeneous catalysis beyond the highly valuable synthetic intermediates. Abstract : It takes two : A highly efficient propargylic alkylation reaction was developed that delivers high yields with excellent enantiomeric ratios through dual Ni/Cu catalysis (up to 99 % ee ). This Ni/Cu bimetallic system shows a broad substrate scope and provides a reliable and a versatile approach for the development of a wide range of useful stereocontrolled reactions.