Catalytic asymmetric aminohydroxylation of olefins with sulfonamides
    44.
    发明授权
    Catalytic asymmetric aminohydroxylation of olefins with sulfonamides 失效
    用磺酰胺催化烯烃的不对称氨基羟基化

    公开(公告)号:US5859281A

    公开(公告)日:1999-01-12

    申请号:US651819

    申请日:1996-05-21

    摘要: .beta.-Hydroxyamines and .beta.-hydroxysulfonamides are synthesized from olefin substrates by means on a catalyzed asymmetric addition reaction. The addition reaction is catalyzed by osmium and is co-catalyzed by chiral ligands. The chiral ligands, in addition to being co-catalysts with the osmium, also serve to direct the addition reaction regioselectively and enantioselectively. Divalent ligands are preferred over monovalent ligands because of their enhance regio- and enantio-selectivity. Sulfonamides are employed as an oxidant nitrogen source for the production of .beta.-hydroxysulfonamides. Excellent yields and enantiomeric efficiencies are achieved with co-solvents containing a 50/50 (v/v) mixtures of water and organic solvent. .beta.-Hydroxyamines are obtained by deprotecting the corresponding .beta.-hydroxysulfonamides.

    摘要翻译: 通过催化不对称加成反应由烯烃底物合成β-羟基胺和β-羟基磺酰胺。 加成反应由锇催化并被手性配体共催化。 除了与锇共助催化剂之外,手性配体还用于区域选择地和对映选择性地引导加成反应。 二价配体优于一价配体,因为它们具有增强的区域和对映选择性。 磺酰胺被用作生产β-羟基磺酰胺的氧化剂氮源。 使用含有水和有机溶剂的50/50(v / v)混合物的共溶剂可获得优异的收率和对映体效率。 通过脱保护相应的β-羟基磺酰胺得到β-羟基胺。