Published January 1, 2019 | Version v1
Journal article Open

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

  • 1. Suleyman Demirel Univ, Fac Arts & Sci, Dept Chem, Isparta, Turkey
  • 2. TUBITAK Marmara Res Ctr, Inst Chem Technol, Gebze, Kocaeli, Turkey

Description

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.

Files

10-3906-kim-1810-78.pdf

Files (289.3 kB)

Name Size Download all
md5:e64876611b1df7427130be606fec690b
289.3 kB Preview Download