Asymmetric electrochemical oxidation of 1,2-diols, aminoalcohols, and aminoaldehydes in the presence of chiral copper catalyst

被引：40
|
作者：
Minato, Daishirou [1 ]
Arimoto, Hitomi [1 ]
Nagasue, Yoko [1 ]
Demizu, Yosuke [1 ]
Onomura, Osamu [1 ]
机构：
[1] Nagasaki Univ, Grad Sch Biomed Sci, Nagasaki 8528521, Japan
来源：
TETRAHEDRON | 2008年 / 64卷 / 28期
基金：
日本学术振兴会;
关键词：
asymmetric electrochemical oxidation; copper complex; 1,2-diol; alpha-ketoalcohol; aminoalcohol; aminoaldehyde;
D O I：
10.1016/j.tet.2008.05.015
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Asymmetric oxidation of 1,2-diols, aminoalcohols, and aminoaldehydes in the presence of copper(II) triflate and (R,R)-Ph-BOX was accomplished by electrochemical method using Br(-) as a mediator. This oxidation was applicable to kinetic resolution of racemic cis-cycloalkane-1,2-diols, aminoalcohols, and aminoalclehydes to afford optically active compounds with good to high enantioselectivity. (C) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码：6675 / 6683
页数：9
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