Direct catalytic enantioselective α-aminoxylation of ketones:: A stereoselective synthesis of α-hydroxy and α,α′-dihydroxy ketones

被引:226
作者
Bogevig, A [1 ]
Sundén, H [1 ]
Córdova, A [1 ]
机构
[1] Stockholm Univ, Arrhenius Lab, Dept Organ Chem, S-10691 Stockholm, Sweden
关键词
asymmetric catalysis; ketones; oxidation; proline;
D O I
10.1002/anie.200353018
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Proline-catalyzed reactions between unmodified ketones and nitrosobenzene proceed with excellent diastereo- and enantioselectivities to provide protected α-hydroxy and α,α′-dihydroxy ketones [Eq. (1)]. Such compounds with chiral α-hydroxy carbonyl units are crucial in natural product synthesis.
引用
收藏
页码:1109 / 1112
页数:4
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