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A Mechanochemical Zinc-Mediated Barbier-Type Allylation Reaction under Ball-Milling Conditions

JieXiang Yin, Roderick T. Stark, Ian A. Fallis, Duncan L. Browne

2020The Journal of Organic Chemistry62 citationsDOI

Abstract

A ball-milling-enabled zinc-mediated Barbier-type allylation reaction is reported. Notably, running the reaction in this manner renders it effective irrespective of the initial morphology of the zinc metal. The process is operationally simple, does not require inert atmospheres or dry solvents, and is reported over a range of aldehyde and ketone substrates; a gram-scale process is demonstrated.

Topics & Concepts

ChemistryZincInertBall millAldehydeKetoneMechanochemistryReaction conditionsOrganic chemistryMetallurgyCatalysisMaterials sciencePlant-based Medicinal ResearchChemical synthesis and alkaloidsCrystallography and molecular interactions
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