N-sulfonyloxy carbamates as reoxidants for the tethered aminohydroxylation reaction

N-sulfonyloxy carbamates as reoxidants for the tethered aminohydroxylation reaction
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DOI:
10.1021/ja057389g
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发表时间:
2006-03-01
影响因子:
15
通讯作者:
Campbell, AD
Campbell, AD
中科院分区:
化学1区
文献类型:
--
作者:
Donohoe, TJ;Chughtai, MJ;Campbell, AD

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报道了以N-磺酰氧基氨基甲酸酯为复氧化剂进行栓系氨羟化反应的方法。这些新的条件消除了对氧化混合物中氢氧化锂和氯化丁酯的要求。除了以良好的产率提供氨羟化产物外,催化剂的负载量可以减少到只有1摩尔%的Os。此外,高烯丙醇第一次成为TA反应的可行底物。
The use ofN-sulfonyloxy carbamates as reoxidants for the tethered aminohydroxylation (TA) reaction is reported. These new conditions obviate the requirement for lithium hydroxide andtBuOCl in the oxidation mixture. In addition to providing aminohydroxylation products in good yields, the catalyst loadings can be reduced to just 1 mol % osmium. Moreover, for the first time, homoallylic alcohols are now viable substrates for the TA reaction.