Cocatalyst-controlled divergent cascade cycloaddition reaction of arylalkynols and dioxopyrrolidienes: access to spiroketals and oxa-bridged eight-membered cyclic ethers

Autor: Lingyan Liu, Tianlong Zeng, Weiguo Xiao, Weixing Chang, Songmeng Wang, Jing Li, Hongkai Wang, Xinhong Li
Rok vydání: 2020
Předmět:
Zdroj: Organic Chemistry Frontiers. 7:1809-1816
ISSN: 2052-4129
DOI: 10.1039/d0qo00464b
Popis: A cocatalyst-controlled divergent cascade cycloaddition reaction was developed for the synthesis of two different complex oxygen-containing heterocyclic compounds from arylalkynols and dioxopyrrolidienes in the presence of Au(I) catalyst. Using two different cocatalysts, Ni(OTf)2 and (rac)-phosphoric acid, two completely different products, spiroketals and oxa-bridged eight-membered cyclic ethers, were precisely constructed with high yields and good stereoselectivities, respectively. These methods feature simple and high efficiency, good chemoselectivity and mild conditions in one-pot.
Databáze: OpenAIRE