The Journal of Organic Chemistry · 2014 · 682 citations · 64 references
Natural SciencesChemistryBiocatalysisCatalysisReaction EngineeringCatalyst DesignCatalyst PreparationCatalyst SynthesisCatalytic MechanismsCross-coupling ReactionsEnzyme-substrate RecognitionCatalyst IntegrationCatalyst Structure - Activity RelationshipsCross CouplingCross-coupling CatalysisCross-electrophile CouplingMechanistic Studies Of Cross-couplingRadical Chain MechanismsStereoselective Cross-coupling
A critical overview of the catalytic joining of two different electrophiles, cross-electrophile coupling (XEC), is presented with an emphasis on the central challenge of cross-selectivity. Recent synthetic advances and mechanistic studies have shed light on four possible methods for overcoming this challenge: (1) employing an excess of one reagent; (2) electronic differentiation of starting materials; (3) catalyst-substrate steric matching; and (4) radical chain processes. Each method is described using examples from the recent literature.
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A General Model for Selectivity in Olefin Cross Metathesis
Arnab Chatterjee, Tae‐Lim Choi, Daniel P. Sanders et al. · Journal of the American Chemical Society · 2003 · 1.5K citations