Abstract
Treatment of arylcyclopropanecarboxamides with a sodium dispersion in the presence of methoxypinacolborane as a reduction-resistant electrophile leads to reductive cleavage of the cyclopropane ring followed by instant trapping with the boron electrophile to yield the enolates of γ-aryl-γ-borylalkanamides. The enolates react further with a different electrophile to yield the corresponding α-substituted amides with anti selectivity.
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