Chiral 1,4-aminoalkylphenols for enantioselective diethylzinc addition toaldehydes

Autor: Tahir Tilki, Ömer Dilek, Erkan Ertürk, Mustafa A. Tezeren
Rok vydání: 2019
Předmět:
Zdroj: TURKISH JOURNAL OF CHEMISTRY. 43:612-623
ISSN: 1303-6130
DOI: 10.3906/kim-1810-78
Popis: 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.
Databáze: OpenAIRE