Polymer-Supported Chiral Organocatalysts: Synthetic Strategies for the Road Towards Affordable Polymeric Immobilization

被引:217
作者
Kristensen, Tor E. [1 ]
Hansen, Tore [1 ]
机构
[1] Univ Oslo, Dept Chem, N-0315 Oslo, Norway
关键词
Organocatalysis; Immobilization; Asymmetric catalysis; Asymmetric synthesis; Biomimetic synthesis; ASYMMETRIC-ALDOL-REACTION; LIVING RADICAL POLYMERIZATION; POLY(METHYL METHACRYLATE) MICROSPHERES; LINKED POLYSTYRENE SUPPORT; PHASE-TRANSFER CATALYSTS; LARGE-SCALE PREPARATION; DIELS-ALDER REACTIONS; ALPHA-AMINO-ACIDS; SOLID-PHASE; CINCHONA ALKALOIDS;
D O I
10.1002/ejoc.201000319
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In this microreview, we highlight the field of polymer-supported organocatalysis, especially immobilized enamine and iminium organocatalysts. We try to formalize the overall synthetic strategies for polymeric immobilization as spanning the area of two overlapping regions, from a copolymer strategy favoured by low-valued and small catalysts to a classical post-modification strategy favoured by valuable and/or large catalysts. Organocatalysis is particularly interesting as it is probably best described as being located in the transitional region, and we will trace the historic and factual origins for the unfortunate predispositions towards post-modification schemes. In addition, we try to identify affordable and useful syntheses of key organocatalyst immobilization intermediates, as well as polymer supports that are more compatible with a broader range of reaction solvent polarity, something of crucial importance in organocatalysis.
引用
收藏
页码:3179 / 3204
页数:26
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