Intramolecular Carbonyl Nitroso Ene Reaction Catalyzed by Iron(III) Chloride/Hydrogen Peroxide as an Efficient Tool for Direct Allylic Amination

被引:42
作者
Atkinson, Duncan [1 ]
Kabeshov, Mikhail A.
Edgar, Mark [1 ]
Malkov, Andrei V. [1 ]
机构
[1] Univ Loughborough, Dept Chem, Loughborough LE11 3TU, Leics, England
关键词
amination; amino alcohols; cyclization; ene reaction; oxidation; C-H AMINATION; HYDROXAMIC ACIDS; ACYLNITROSO COMPOUNDS; ASYMMETRIC-SYNTHESIS; AEROBIC OXIDATION; ACYL-NITROSO; DERIVATIVES; ALKENES; FUNCTIONALIZATION; AZIRIDINATION;
D O I
10.1002/adsc.201100632
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A mild, simple oxidation protocol employing iron(III) chloride as a catalyst and hydrogen peroxide as a stoichiometric oxidant was found to be compatible with an intramolecular carbonyl nitroso ene reaction and allowed us to efficiently convert hydroxamic acids into a diverse range of 1,2- and 1,3-amino alcohol derivatives in a single operation.
引用
收藏
页码:3347 / 3351
页数:5
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