Faísca Phillips Ana Maria, Pombeiro Armando J L
Centro de Química Estrutural, Complexo I, Instituto Superior Técnico, Universidade de Lisboa, Av. Rovisco Pais, 1049-001 Lisboa, Portugal.
Org Biomol Chem. 2017 Mar 21;15(11):2307-2340. doi: 10.1039/c7ob00113d. Epub 2017 Feb 23.
The organocatalytic reduction of C[double bond, length as m-dash]C and C[double bond, length as m-dash]N double bonds with biomimetic reductants, e.g. Hantzsch 1,4-dihydropyridine esters and benzothiazolines, is reviewed. Very high yields and stereoselectivities have been achieved with a variety of catalysts, including chiral amines, thioureas and phosphoric acids, even with loadings equivalent to those of transition metal-catalyzed reactions in some cases. Reductive amination reactions and the dearomatization of heteroaromatic substrates are the subject of more than one half of the contributions. Of lately, methodologies based on kinetic resolution, cascade reactions involving transfer hydrogenation and the development of novel reductants have become prominent in an area which brings great prospects for the future of target oriented-synthesis.
本文综述了使用仿生还原剂（如汉茨希1,4 - 二氢吡啶酯和苯并噻唑啉）对碳 - 碳双键和碳 - 氮双键进行有机催化还原的研究。使用多种催化剂（包括手性胺、硫脲和磷酸）已实现了非常高的产率和立体选择性，在某些情况下，催化剂负载量甚至与过渡金属催化反应相当。还原胺化反应以及杂芳族底物的去芳构化反应占据了超过一半的篇幅。近来，基于动力学拆分的方法、涉及转移氢化的串联反应以及新型还原剂的开发在这个为目标导向合成的未来带来巨大前景的领域中变得突出。
