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


DİLEK Ö., TEZEREN M. A., TİLKİ T., ERTÜRK E.

Turkish Journal of Chemistry, cilt.43, sa.2, ss.612-623, 2019 (SCI-Expanded, Scopus, TRDizin)

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 43 Sayı: 2
  • Basım Tarihi: 2019
  • Doi Numarası: 10.3906/kim-1810-78
  • Dergi Adı: Turkish Journal of Chemistry
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, TR DİZİN (ULAKBİM)
  • Sayfa Sayıları: ss.612-623
  • Isparta Uygulamalı Bilimler Üniversitesi Adresli: Evet

Özet

Starting from a chiral secondary alcohol, novel enantiopure 1,4-aminoalkylphenols (AAPs) were prepared byexploiting conventional organic transformations such as the Mitsunobu reaction, Eschweiler–Clarke N -methylation, anddemethylation of anisoles. The catalytic activity of the 1,4-AAPs was investigated in enantioselective Et 2 Zn addition tobenzaldehyde. They were found to accelerate the Et 2 Zn addition to benzaldehyde. High yields and enantioselectivities(e.g., 95% yield and 82% ee) were achieved.