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Highly Efficient Catalytic Synthesis of Substituted Allenes Using Indium
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2002
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Chemical EngineeringCross-coupling ReactionPropargyl BromidesEngineeringAlkene MetathesisAllenylindium IntermediatesOrganic ChemistryOrganometallic CatalysisCatalysisChemistrySynthesis MethodAsymmetric CatalysisEnantioselective SynthesisCatalytic SynthesisComplete Regioselectivity
Versatile, convenient, mild: Allenylindium intermediates generated from the reaction of indium with propargyl bromides were employed as effective coupling partners in Pd-catalyzed cross-coupling reactions with a variety of electrophiles to produce allenes, polyallenes, and unsymmetrical bis(allenes) in excellent yields with complete regioselectivity and chemoselectivity (see scheme for one example).