title: Enantioselective α-Amination Enabled by a BINAM-Derived Phase-Transfer Catalyst.
abstract: 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.
authors.affiliation: Department of Chemistry, University of California, Berkeley, California 94720, United States.
authors.forename: H M
authors.initials: HM
authors.lastname: Nelson
authors.affiliation: Department of Chemistry, University of California, Berkeley, California 94720, United States.
authors.forename: J S
authors.initials: JS
authors.lastname: Patel
authors.affiliation: Department of Chemistry, University of California, Berkeley, California 94720, United States.
authors.forename: H P
authors.initials: HP
authors.lastname: Shunatona
authors.affiliation: Department of Chemistry, University of California, Berkeley, California 94720, United States.
authors.forename: F D
authors.initials: FD
authors.lastname: Toste