Catalytic Hydroalkylation of Allenes
Mitchell Lee1, Mary Nguyen1, Chance Brandt1
1Department of Chemistry, University of Washington, Seattle, WA, 98195, USA.
Abstract:
We have developed a catalytic method for the hydroalkylation of allenes using alkyl triflates as electrophiles and silane as a hydride source. The reaction has an excellent substrate scope and is compatible with a wide range of functional groups, including esters, aryl halides, aryl boronic esters, sulfonamides, alkyl tosylates, and alkyl bromides. We found evidence for a reaction mechanism that involves unusual dinuclear copper ally complexes as catalytic intermediates. The unusual structure of these complexes provides a rationale for their unexpected reactivity.
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