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Catalytic regio- and stereoselective intermolecular [5+2] cycloaddition <i>via</i> conjugative activation of oxidopyrylium

Ling Zhang, Qiu Shi, Tongxiang Cao, Shifa Zhu

2020Chemical Communications14 citationsDOI

Abstract

A catalytic stereodivergent intermolecular [5+2] cycloaddition of maltol-type oxidopyrylium through conjugative activation was reported, which featured high stereoselectivity, good compatibility and mild conditions, providing a convenient access route to various seven-membered heterocycles in moderate to excellent yields. In addition, a discrete mechanism was proposed to illustrate the stereoselectivity.

Topics & Concepts

StereoselectivityCycloadditionIntermolecular forceCatalysisChemistryStereochemistryRegioselectivityCombinatorial chemistryOrganic chemistryMoleculeCatalytic Alkyne ReactionsCatalytic C–H Functionalization MethodsCyclopropane Reaction Mechanisms
Catalytic regio- and stereoselective intermolecular [5+2] cycloaddition <i>via</i> conjugative activation of oxidopyrylium | Litcius