A highly efficient copper-catalyzed asymmetric addition of terminal alkynes to isatins has been developed. In the presence of a catalytic amount of copper iodide and a chiral phosphine ligand, the reaction gave the corresponding chiral 3-alkynyl-3-hydroxyindolin-2-ones in high yields with high enantioselectivity. This methodology has a broad substrate scope, and the synthetic utility of the present protocol was further demonstrated by the transformation of chiral alkynylation products.
Organic letters. 2016 May 20;18(10):2439-42. doi: 10.1021/acs.orglett.6b00971 Q15.02025
Enantioselective Synthesis of 3-Alkynyl-3-hydroxyindolin-2-ones by Copper-Catalyzed Asymmetric Addition of Terminal Alkynes to Isatins
手性铜催化剂催化靛红与末端炔烃的不对称加成反应合成3-烯基-3-羟基-3,4-二氢异吲哚-2-酮类化合物 翻译改进
Ning Xu 1, Da-Wei Gu 2, Jing Zi 2, Xin-Yan Wu 1, Xun-Xiang Guo 2 3
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DOI: 10.1021/acs.orglett.6b00971 PMID: 27152462
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