Asymmetric organocatalytic direct Mannich reaction of acetylacetone and isatin derived ketimines: Low catalyst loading in chiral cinchona-squaramides


İŞİBOL D., Karahan S. , TANYELİ C.

TETRAHEDRON LETTERS, cilt.59, ss.541-545, 2018 (SCI İndekslerine Giren Dergi) identifier identifier

  • Cilt numarası: 59 Konu: 6
  • Basım Tarihi: 2018
  • Doi Numarası: 10.1016/j.tetlet.2017.12.081
  • Dergi Adı: TETRAHEDRON LETTERS
  • Sayfa Sayıları: ss.541-545

Özet

A highly enantioselective synthesis of 3-amino-2-oxindoles by direct Mannich reaction between acetylacetone and N-carbamoyl isatin ketimine has been described herein. Corresponding chiral adducts were obtained in high yields (up to 98%) and with excellent enantioselectivities (up to >99% ee) by very low (1 mol%) catalyst loading of 2-adamantyl substituted bifunctional cinchona-squaramide. (C) 2017 Elsevier Ltd. All rights reserved.