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

Objective & Hypothesis: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.

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Key Findings & Data:The catalytic activity of the 1,4-AAPs was investigated in enantioselective Et 2 Zn addition tobenzaldehyde.

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Conclusion & Impact:High yields and enantioselectivities(e.g., 95% yield and 82% ee) were achieved.

🔬Design:Research Article

📍Scope:Comprehensive Sample

⚙️Variables:Domain Parameters

Abstract

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.

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Cite This Article

TİLKİ, T., ERTÜRK, E., DİLEK, Ö., TEZEREN, M. A. (2022). Chiral 1,4-aminoalkylphenols for enantioselective diethylzinc addition to aldehydes. Turkish Journal of Chemistry, Cilt: 43 - Sayı: 2, 612–623. https://ajindex.com/articles/601675

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