Synthesis of a bipyridine-derived achiral thiourea trifluoromethanesulfonic acid salt and its application as an additive in organocatalytic asymmetric reactions


Demir A. S. , BAŞÇEKEN S.

TETRAHEDRON LETTERS, cilt.54, ss.5677-5681, 2013 (SCI İndekslerine Giren Dergi) identifier identifier

  • Cilt numarası: 54 Konu: 42
  • Basım Tarihi: 2013
  • Doi Numarası: 10.1016/j.tetlet.2013.08.004
  • Dergi Adı: TETRAHEDRON LETTERS
  • Sayfa Sayıları: ss.5677-5681

Özet

The host-guest complex of a proline-thiourea bipyridine trifluoromethanesulfonic acid salt can catalyze organocatalytic asymmetric reactions such as aldol, Michael, and Mannich in polar protic medium with high stereoselectivities. The privileged bipyridine backbone and the thiourea motif are essential to the activity and enantioselectivity through hydrogen bonding interactions. (C) 2013 Elsevier Ltd. All rights reserved.