N-sulfonyloxy carbamates as reoxidants for the tethered aminohydroxylation reaction

被引:71
作者
Donohoe, TJ
Chughtai, MJ
Klauber, DJ
Griffin, D
Campbell, AD
机构
[1] Univ Oxford, Dept Chem, Chem Res Lab, Oxford OX1 3TA, England
[2] Syngenta, Jealotts Hill Int Res Ctr, Bracknell RG42 6EY, Berks, England
[3] AstraZeneca Pharmaceut, Macclesfield SK10 4TG, Cheshire, England
关键词
D O I
10.1021/ja057389g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The use of N-sulfonyloxy carbamates as reoxidants for the tethered aminohydroxylation (TA) reaction is reported. These new conditions obviate the requirement for lithium hydroxide and tBuOCl 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. Copyright © 2006 American Chemical Society.
引用
收藏
页码:2514 / 2515
页数:2
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