Claisen Rearrangement of Aliphatic Allyl Vinyl Ethers from 1912 to 2012: 100 Years of Electrophilic Catalysis

被引：49
|
作者：
Rehbein, Julia [1 ]
Hiersemann, Martin [2 ]
机构：
[1] Univ Hamburg, Inst Organ Chem, Fachbereich Chem, D-20146 Hamburg, Germany
[2] Tech Univ Dortmund, Fak Chem, D-44227 Dortmund, Germany
来源：
SYNTHESIS-STUTTGART | 2013年 / 45卷 / 09期
关键词：
pericyclic reaction; rearrangement; catalysis; asymmetric catalysis; Lewis acids; TRANSITION-STATE STRUCTURE; NATURAL-PRODUCT SYNTHESIS; LEWIS-ACID; ASYMMETRIC-SYNTHESIS; ENOL ETHERS; STEREOSELECTIVE CONSTRUCTION; ENANTIOSELECTIVE SYNTHESIS; STEREOCHEMICAL CONTROL; CYCLIC 1,2-DIKETONES; AQUEOUS ACCELERATION;
D O I：
10.1055/s-0032-1316869
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
This review summarizes, from a personal perspective, the development of catalytic asymmetric Claisen rearrangements from 1912 to 2012. 1 Introduction 2 Gosteli-Claisen Rearrangement 3 Claisen Rearrangement Using Stable Enols: Kojic Acid and Diosphenols 4 The Early Years: Catalysis by Bronsted Acids 5 Lewis Acid Mediated Claisen Rearrangements: The Aluminum Age 6 Catalysis by Precious Metals 7 Catalysis by sigma-Lewis Acids 8 Catalysis by Achiral Organocatalysts 9 Catalytic Asymmetric Claisen Rearrangements 10 Conclusion
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页码：1121 / 1159
页数：39
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