3 years ago

Catalytic Hydroalkylation of Allenes

Chance Brandt, Mary Nguyen, Gojko Lalic, Werner Kaminsky, Mitchell Lee
We have developed a catalytic method for 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 the reaction mechanism that involves unusual dinuclear copper ally complexes as catalytic intermediates. The unusual structure of these complexes provides rationale for their unexpected reactivity.

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/anie.201709144

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