Departament de Química Orgànica, Universitat de Barcelona. Facultat de Química, C. Martí i Franquès 1-11, 08028, Barcelona, Spain.
Org Biomol Chem. 2012 Jan 14;10(2):431-9. doi: 10.1039/c1ob06503c. Epub 2011 Nov 24.
An enantioselective α-oxyamination of unprotected 3-substituted oxindoles with nitrosobenzene catalyzed by tertiary amine-thiourea bifunctional organocatalysts has been developed and affords the corresponding 3-amino-2-oxindole derivatives in good yields and with moderate to excellent enantioselectivities (up to > 99.9 : 0.1 er when the product is isolated by direct filtration from the reaction mixture). The absolute configuration of the major enantiomers of the products has been established both by chemical correlation and by comparison between the theoretically calculated and the experimental ECD.
已开发出一种由叔胺-硫脲双功能有机催化剂催化的未保护的 3-取代的氧化吲哚与亚硝基苯的对映选择性的α-氧胺化反应，该反应以中等到优异的对映选择性（当产物通过直接从反应混合物中过滤分离时，高达>99.9 : 0.1 er）得到相应的 3-氨基-2-氧化吲哚衍生物。通过化学关联和理论计算与实验ECD 之间的比较，确定了产物的主要对映异构体的绝对构型。
