Chiral ammonium betaine-catalyzed asymmetric Mannich-type reaction of oxindoles.
A highly diastereo- and enantioselective Mannich-type reaction of 3-aryloxindoles withN-Boc aldimines was achieved under the catalysis of axially chiral ammonium betaines. This catalytic method provides a new tool for the construction of consecutive quaternary and tertiary stereogenic carbon centers on biologically intriguing molecular frameworks with high fidelity.
Institute of Transformative Bio-Molecules (WPI-ITbM) and Department of Applied Chemistry, Graduate School of Engineering, Nagoya University, Nagoya 464-8602, Japan.
Masahiro
M
Torii
Institute of Transformative Bio-Molecules (WPI-ITbM) and Department of Applied Chemistry, Graduate School of Engineering, Nagoya University, Nagoya 464-8602, Japan.
Kohsuke
K
Kato
Institute of Transformative Bio-Molecules (WPI-ITbM) and Department of Applied Chemistry, Graduate School of Engineering, Nagoya University, Nagoya 464-8602, Japan.
Daisuke
D
Uraguchi
Institute of Transformative Bio-Molecules (WPI-ITbM) and Department of Applied Chemistry, Graduate School of Engineering, Nagoya University, Nagoya 464-8602, Japan; CREST, Japan Science and Technology Agency (JST), Nagoya University, Nagoya 464-8602, Japan.
Takashi
T
Ooi
Mannich reaction; ammonium betaine; asymmetric catalysis; organocatalysis; oxindole