Yttrium-Catalyzed Intermolecular Anti-Markovnikov Hydroamination and Sequential Intermolecular Hydroamination/Endocyclization of Vinylsilanes

被引：7

作者：

Polak, Lara H. ^{[1
]}

Soltys, John B. ^{[1
]}

Hultzsch, Kai C. ^{[1
]}

机构：

[1] Univ Vienna, Fac Chem, Inst Funct Mat & Catalysis, Wahringer Str 38, A-1090 Vienna, Austria

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2023年 / 365卷 / 23期

关键词：

Amines; Anti-Markovnikov; Homogeneous Catalysis; Hydroamination; Rare-Earth Metals; INTRAMOLECULAR HYDROAMINATION; UNACTIVATED ALKENES; ALKALINE-EARTH; C-N; STEREOSELECTIVE-SYNTHESIS; COMPLEXES; AMINES; VINYLARENES; CYCLIZATION; BEARING;

D O I：

10.1002/adsc.202300862

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

The intermolecular anti-Markovnikov hydroamination of vinylsilanes was achieved utilizing five silyl-substituted ortho-terphenoxide yttrium complexes. The highest activity was observed for the most sterically encumbered triphenylsilyl-substituted complex. Excellent activity and complete anti-Markonikov selectivity were obtained for a variety of benzylic and aliphatic primary and secondary amines. Interestingly, the reaction with 2-picolylamine produced the hydroaminoalkylation product rather than the hydroamination product. Reaction of dimethyldivinylsilane resulted in a range of 1,4-azasilinanes via sequential hydroamination/endocyclization in good yields. image

引用

页码：4293 / 4302

页数：10

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