Metal-Free α-Hydroxylation of α-Unsubstituted β-Oxoesters and β-Oxoamides

被引：42
作者：
Asahara, Haruyasu
Nishiwaki, Nagatoshi [1 ]
机构：
[1] Kochi Univ Technol, Sch Environm Sci & Engn, Kochi 7828502, Japan
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2014年 / 79卷 / 23期
关键词：
VICINAL TRICARBONYL COMPOUNDS; ONE-POT SYNTHESIS; DICARBONYL COMPOUNDS; MOLECULAR-OXYGEN; 1,3-DICARBONYL COMPOUNDS; KETO-ESTERS; CATALYTIC-OXIDATION; HYDROGEN-PEROXIDE; TARTRONIC ACID; BOND FORMATION;
D O I：
10.1021/jo501985u
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A direct metal-free a-hydroxylation of a-unsubstituted beta-oxoesters and beta-oxoamides was developed using m-chloroperbenzoic acid as the oxidant. This transformation enabled straightforward metal-free access to important a-hydroxy-beta-dicarbonyl moieties under mild reaction conditions. Furthermore, the hydroxylated products were readily converted into vicinal tricarbonyl compounds, which are useful synthetic precursors of numerous biological targets.
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收藏
页码：11735 / 11739
页数：5
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