Catalytic Intermolecular Alkene Oxyamination with Nitrenes

被引：48
作者：
Dequirez, Geoffroy [1 ]
Ciesielski, Jennifer [1 ]
Retailleau, Pascal [1 ]
Dauban, Philippe [1 ]
机构：
[1] CNRS, UPR 2301, Inst Chim Subst Nat, F-91198 Gif Sur Yvette, France
来源：
CHEMISTRY-A EUROPEAN JOURNAL | 2014年 / 20卷 / 29期
关键词：
alkenes; aminohydroxylation; nitrenes; rhodium; synthetic methods; C-H AMINATION; TETHERED AMINOHYDROXYLATION; INTRAMOLECULAR AMINOHYDROXYLATION; ASYMMETRIC AMINOHYDROXYLATION; MECHANISTIC INSIGHTS; HIGHLY EFFICIENT; AZIRIDINATION; AMINOACETOXYLATION; AMINOOXYGENATION; OXYAMIDATION;
D O I：
10.1002/chem.201400301
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The Rh-II-catalyzed intermolecular addition of nitrenes to aromatic and aliphatic alkenes provides vicinal amino alcohols with yields of up to 95% and complete regioselectivity. This 1,2-oxyamination reaction involves the formation of an aziridine intermediate that undergoes in situ ring opening. The latter is induced by the Rh-bound nitrene that behaves as a Lewis acid.
引用
收藏
页码：8929 / 8933
页数：5
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