Turkish Journal of Chemistry
Abstract
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 Et$_{2}$Zn addition to benzaldehyde. 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.
DOI
10.3906/kim-1810-78
Keywords
Asymmetric catalysis, aminoalcohols, aminoalkylphenols, diethylzinc addition
First Page
612
Last Page
623
Recommended Citation
DİLEK, Ö, TEZEREN, M. A, TİLKİ, T, & ERTÜRK, E (2019). Chiral 1,4-aminoalkylphenols for enantioselective diethylzinc addition to aldehydes. Turkish Journal of Chemistry 43 (2): 612-623. https://doi.org/10.3906/kim-1810-78