Cocatalyst-controlled divergent cascade cycloaddition reaction of arylalkynols and dioxopyrrolidienes: access to spiroketals and oxa-bridged eight-membered cyclic ethers. Issue 14 (10th June 2020)

• Record Type: Journal Article
• Authors: Wang, Hongkai; Zeng, Tianlong; Li, Xinhong; Wang, Songmeng; Xiao, Weiguo; Liu, Lingyan; Chang, Weixing; Li, Jing
• Is Part Of: Organic chemistry frontiers. Volume 7:Issue 14(2020)
• Page Start: 1809
• Page End: 1816
• Publication Date: 2020-06-10
• Subjects: Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1039/d0qo00464b
• Languages: English
• ISSNs: 2052-4110

Abstract

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. 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, 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.