 Copper is commonly employed as a catalyst to deliver hard nucleophiles from transmetallating partners such as Grignards, organolithium, and organozinc reagents. The use of readily available organoboron reagents as novel transmetallating partners in copper-catalyzed reactions is discussed. These reactions include an allylic substitution reaction with unprecedented regioselectivities and moderate enantioselectivities, an electrophilic amination reaction to provide hindered aniline derivatives, and a highly regioselective anti-Markovnikov hydroamination of terminal alkenes.

Organoboron reagents as mild nucleophiles in copper catalyzed reactions

243rd National Meeting (2012)

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