Selective C-H Activation α to Primary Amines. Bridging Metallaaziridines for Catalytic, Intramolecular α-Alkylation

被引：151

作者：

Bexrud, Jason A. ^{[1
]}

Eisenberger, Patrick ^{[1
]}

Leitch, David C. ^{[1
]}

Payne, Philippa R. ^{[1
]}

Schafer, Laurel L. ^{[1
]}

机构：

[1] Univ British Columbia, Dept Chem, Vancouver, BC V6T 1Z1, Canada

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2009年 / 131卷 / 06期

基金：

加拿大自然科学与工程研究理事会; 瑞士国家科学基金会;

关键词：

INTERMOLECULAR HYDROAMINATION; UNACTIVATED OLEFINS; BOND ACTIVATION; COMPLEXES; REACTIVITY; HYDROAMINOALKYLATION; GENERATION; NITROGEN;

D O I：

10.1021/ja808862w

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Selective alpha-C-H activation results in the synthesis of the first bridging metallaaziridine complex for the catalytic alpha-alkylation of primary amines. Reaction development led to the preparation of new Zr 2-pyridonate complexes for this useful transformation. No nitrogen protecting groups are required for this reaction, which is capable of assembling quaternary chiral centers a to nitrogen. Preliminary mechanistic investigations suggest bridging metallaaziridine species are the catalytically active intermediates for this alpha-functionalization reaction, while monomeric imido complexes furnish azepane hydroamination products.

引用

页码：2116 / +

页数：4

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