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

Abstract

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, spiroketals and oxa-bridged eight-membered cyclic ethers were precisely constructed with high yields and good stereoselectivities, respectively. This methodology features simple and high efficiency, good regioselectivity and mild reaction condition as well as good substrates scope in a one-pot reaction.

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Supplementary files

Article information


Submitted
17 Apr 2020
Accepted
20 May 2020
First published
21 May 2020

Org. Chem. Front., 2020, Accepted Manuscript
Article type
Research Article

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

L. Liu, H. Wang, T. Zeng, X. Li, S. Wang, W. Xiao, W. Chang and J. Li, Org. Chem. Front., 2020, Accepted Manuscript , DOI: 10.1039/D0QO00464B

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