Allylic C-H Amination for the Preparation of syn-1,3-Amino Alcohol Motifs

被引：196

作者：

Rice, Grant T. ^{[1
]}

White, M. Christina ^{[1
]}

机构：

[1] Univ Illinois, Dept Chem, Roger Adams Lab, Urbana, IL 61801 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2009年 / 131卷 / 33期

关键词：

ASYMMETRIC-SYNTHESIS; ENANTIOSELECTIVE SYNTHESIS; BETA-AMINO; HYDROCARBON OXIDATION; MANNICH REACTIONS; ENOL ETHERS; DERIVATIVES; CYCLIZATION; CATALYSIS; INSERTION;

D O I：

10.1021/ja9054959

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A highly selective and general Pd/sulfoxide-catalyzed allylic C-H amination reaction en route to syn-1,3-amino alcohol motifs is reported. Key to achieving this reactivity under mild conditions is the use of electron-deficient N-nosyl carbamate nucleophiles that are thought to promote functionalization by furnishing higher concentrations of anionic species in situ. The reaction is shown to be orthogonal to classical C-C bond-forming/-reduction sequences as well as nitrene-based C-H amination methods.

引用

页码：11707 / 11711

页数：5

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