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Alkoxide Activation of Aminoboranes towards Selective Amination


  • We thank the MEC for funding (CTQ2010-16226) and C.S for a FPU grant.


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Piece of the (inter)action: The interaction of alkoxides with the sp2 Bpin (pin=pinacol) moiety in aminoboranes forms the in situ Lewis acid–base adduct [RO→B(OR)2[BOND]N(R′)2] which enables the amino moiety to react as a strong nucleophile with several electrophiles, thus providing amino alcohols, β-enamino esters, and β-hydroxy amides in a direct and remarkably selective way (see scheme).

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