Transition-Metal-Catalyzed Allylic Substitutions of Trichloroacetimidates

被引：36

作者：

Arnold, Jeffrey S. ^{[1
]}

Zhang, Qi ^{[1
]}

Nguyen, Hien M. ^{[1
]}

机构：

[1] Univ Iowa, Dept Chem, Iowa City, IA 52245 USA

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2014年 / 2014卷 / 23期

基金：

美国国家科学基金会; 美国国家卫生研究院;

关键词：

Synthetic methods; Asymmetric catalysis; Rearrangement; Overman rearrangement; Allylic substitution; KINETIC ASYMMETRIC TRANSFORMATIONS; CYCLOPALLADATED FERROCENYL AMINES; STEREOSELECTIVE TOTAL-SYNTHESIS; AZA-CLAISEN REARRANGEMENT; ALDEHYDE OXIDATION LEVEL; CHINESE MEDICINAL ANTS; ENANTIOSELECTIVE SYNTHESIS; INTRAMOLECULAR HYDROACYLATION; CARBONYL ALLYLATION; FLUORIDE COMPLEXES;

D O I：

10.1002/ejoc.201402097

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

With the development of practical methods for their preparation, trichloroacetimidates have proven to be valuable substrates for use in carbohydrate and organic synthesis. The broad utility of allyl trichloroacetimidates for the construction of carbon-heteroatom bonds is the result of the unique features of the trichloroacetimidate nitrogen functionality as a directing, nucleophilic, and leaving group. In this review we describe the expansion of Overman's [3,3]-rearrangement of allyl trichloroacetimidates to allylic substitution reactions for regio- and enantioselective C-N, C-O, and C-F bond-forming methodologies.

引用

页码：4925 / 4948

页数：24

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