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Dearomative [4 + 3] cycloaddition of furans with vinyl- <i>N</i> -triftosylhydrazones by silver catalysis: stereoselective access to oxa-bridged seven-membered bicycles

Zhaohong Liu, Yong Yang, Xinyu Jiang, Qingmin Song, Giuseppe Zanoni, Shaopeng Liu, Xihe Bi

2022Organic Chemistry Frontiers29 citationsDOI

Abstract

A practical dearomative [4 + 3] cycloaddition of furans with vinylcarbenes to access oxa-bridged seven-membered carbocycles, with complete and predictable stereoselectivity, is achieved by merging silver catalysis and vinyl- N -triftosylhydrazones.

Topics & Concepts

StereoselectivityCycloadditionChemistryCatalysisCombinatorial chemistryOrganic chemistryMedicinal chemistryCyclopropane Reaction MechanismsCatalytic Alkyne ReactionsCatalytic C–H Functionalization Methods