Chiral 1,4-aminoalkylphenols for enantioselective diethylzinc addition to aldehydes


Dilek O., Tezeren M. A. , TİLKİ T. , Erturk E.

TURKISH JOURNAL OF CHEMISTRY, cilt.43, ss.612-623, 2019 (SCI İndekslerine Giren Dergi) identifier

  • Cilt numarası: 43 Konu: 2
  • Basım Tarihi: 2019
  • Doi Numarası: 10.3906/kim-1810-78
  • Dergi Adı: TURKISH JOURNAL OF CHEMISTRY
  • Sayfa Sayısı: ss.612-623

Özet

Starting from a chiral secondary alcohol, novel enantiopure 1,4-aminoalkylphenols (AAPs) were prepared by exploiting conventional organic transformations such as the Mitsunobu reaction, Eschweiler-Clarke N-methylation, and demethylation of anisoles. The catalytic activity of the 1,4-AAPs was investigated in enantioselective Et2Zn addition to benzaldehyde. They were found to accelerate the Et2Zn addition to benzaldehyde. High yields and enantioselectivities (e.g., 95% yield and 82% ee) were achieved.