Organocatalytic asymmetric hydroxylation of β-keto esters:: Metal-free synthesis of optically active anti-diols

被引:106
作者
Acocella, MR [1 ]
Mancheño, OG [1 ]
Bella, M [1 ]
Jorgensen, KA [1 ]
机构
[1] Aarhus Univ, Dept Chem, Ctr Catalysis, Danish Natl Res Fdn, DK-8000 Aarhus C, Denmark
关键词
D O I
10.1021/jo048655w
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The organocatalytic alpha-hydroxylation of beta-keto esters using cinchona- alkaloid derivatives as the catalyst and peroxides as the terminal oxidant has been investigated and is shown to proceed in high yields and with good enantioselectivity. The scope of the reaction is demonstrated for various substrates, and furthermore, the preparation of optically active anti-diols is presented.
引用
收藏
页码:8165 / 8167
页数:3
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