Cocatalyst-controlled divergent cascade cycloaddition reaction of arylalkynols and dioxopyrrolidienes: access to spiroketals and oxa-bridged eight-membered cyclic ethers
Literature Information
Publication Date
2020-05-21
DOI
10.1039/D0QO00464B
Impact Factor
5.281
Authors
Hongkai Wang, Tianlong Zeng, Xinhong Li, Songmeng Wang, Weiguo Xiao, Lingyan Liu, Weixing Chang
View Original
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.
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Source Journal
Organic Chemistry Frontiers
CiteScore:
7.8
Self-citation Rate:
8.7%
Articles per Year:
724
Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry
Recommended Compounds
4-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)morpholine
CAS Number:
485799-04-0
Molecular Formula:
C15H23BN2O3
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