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

页码：612 / 623

页数：12

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