Co/Zn Bimetallic Catalysis Enables Enantioselective Alkynylation of Isatins and α-Ketoesters Using Terminal Alkynes

Autor:	Rui-Zhi Huang, Zhan-Cai Ma, Yuan Huang, Yu Zhao
Rok vydání:	2022
Předmět:	Organic Chemistry
Zdroj:	The Journal of Organic Chemistry.
ISSN:	1520-6904 0022-3263
DOI:	10.1021/acs.joc.2c01369
Popis:	We present herein a novel cobalt/zinc bimetallic catalysis system for the realization of an efficient and enantioselective alkynylation of isatins and α-ketoesters using terminal alkynes. By using a simple procedure with all commercially available catalysts, including cobalt bromide, a chiral bisphosphine ligand, and zinc triflate, a range of synthetically useful tertiary propargylic alcohols are accessed with high yields and good enantioselectivities. Control reactions showed that this catalytic system proceeds through activation of the terminal alkyne by zinc triflate and a base, transmetalation from zinc to cobalt, and then the enantio-determining alkynylation of ketones.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::fb8e26a57845e6bb8e7ae253f92fe5ba https://doi.org/10.1021/acs.joc.2c01369 Zobrazit plný text záznamu