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

被引：0
|
作者：
Dilek, Omer [1 ,2 ]
Tezeren, Mustafa Ali [1 ,2 ]
Tilki, Tahir [2 ]
Erturk, Erkan [1 ]
机构：
[1] TUBITAK Marmara Res Ctr, Inst Chem Technol, Gebze, Kocaeli, Turkey
[2] Suleyman Demirel Univ, Fac Arts & Sci, Dept Chem, Isparta, Turkey
来源：
TURKISH JOURNAL OF CHEMISTRY | 2019年 / 43卷 / 02期
关键词：
Asymmetric catalysis; aminoalcohols; aminoalkylphenols; diethylzinc addition; ASYMMETRIC BIOMIMETIC TRANSAMINATION; BAYLIS-HILLMAN REACTION; ALPHA-KETO ESTERS; CONJUGATE ADDITIONS; QUATERNARY STEREOCENTERS; BETTI BASE; DIALKYLZINCS; CONSTRUCTION; CATALYSTS; EFFICIENT;
D O I：
10.3906/kim-1810-78
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
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.
引用
收藏
页码：612 / 623
页数：12
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