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Open Access Publications from the University of California

Enantioselective α-Amination Enabled by a BINAM-Derived Phase-Transfer Catalyst.

  • Author(s): Nelson, HM
  • Patel, JS
  • Shunatona, HP
  • Toste, FD
  • et al.

Chiral anion phase-transfer of aryldiazonium cations was utilized to achieve highly enantioselective α-amination of carbonyl compounds. A broad scope of indanone- and benzosuberone-derived substrates was amenable to this strategy. Critical to obtaining high levels of enantioselectivity was the use of BINAM-derived phosphoric acids. The utility of this transformation was demonstrated through facile conversion of diazene products to valuable α-amino acid derivatives.

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