Enantioselective Aromatic Sulfide Oxidation and Tandem Kinetic Resolution Using Aqueous H2O2 and Chiral Iron-Bis (oxazolinyl)bipyridine Catalysts

被引：14
作者：
Jalba, Angela [1 ]
Regnier, Noemie [1 ]
Ollevier, Thierry [1 ]
机构：
[1] Univ Laval, Dept Chim, 1045 Ave Med, Quebec City, PQ G1V 0A6, Canada
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2017年 / 2017卷 / 12期
基金：
加拿大自然科学与工程研究理事会;
关键词：
Asymmetric catalysis; Kinetic resolution; Sulfoxides; Iron; Oxidation; Enantioselectivity; EFFICIENT ASYMMETRIC OXIDATION; TWIN CORONET PORPHYRINS; ARYL BENZYL SULFOXIDES; DIELS-ALDER REACTION; HYDROGEN-PEROXIDE; ORGANIC-SYNTHESIS; ACTIVE SULFOXIDES; MOLECULAR-OXYGEN; METAL CATALYSIS; C-H;
D O I：
10.1002/joc.201601597
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An efficient method for the oxidation of aromatic sulfides has been developed by using aqueous H2O2, catalyzed by the in situ generated chiral Fe/6,6'-bis(4-isopropyloxazolin-2-yl)-2,2'-bipyridine ( bipybox-iPr) complex. The corresponding sulfoxides were obtained with high enantioselectivities ( up to 98.5:1.5 er) and in good yields ( up to 61 %) when the mono-oxidation of the sulfides was performed in combination with the kinetic resolution of the sulfoxide into the sulfone.
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收藏
页码：1628 / 1637
页数：10
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