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.
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页码：11707 / 11711
页数：5
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