Published January 1, 2019
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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.
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