Department of Chemistry, Chemical Research Laboratory, University of Oxford, UK.
Chemistry. 2011 Jan 3;17(1):58-76. doi: 10.1002/chem.201002323. Epub 2010 Dec 16.
1,2-Amino alcohols are high-value, versatile functional groups that are found in scores of biologically active molecules and other interesting synthetic targets such as ligands and auxiliaries. Given their prominent position within organic compounds of import, it is no surprise to note that many routes have been developed to access this motif and there are many different starting points from which a synthetic chemist might embark on a synthesis. However, one particular approach stands out from the others, and this is the direct conversion of an alkene to a vicinal amino alcohol derivative (oxyamination). Research in this field has been particularly active in recent years and many interesting new methodologies have been reported. The purpose of this review is to give the reader a tour of the methods that have emerged in the last few years so one can appreciate the myriad of different metals and reagents that can accomplish the oxyamination of alkenes. There are still many challenges to be overcome and, herein, we also outline the areas that are ripe for further development and which bode well for the future.
1,2-氨基醇是高价值、多功能的官能团,存在于大量具有生物活性的分子和其他有趣的合成靶标中,如配体和助剂。鉴于它们在重要有机化合物中的突出地位,毫不奇怪,已经开发出许多途径来获得这种结构,并且有许多不同的起点,合成化学家可以从这些起点开始合成。然而,有一种特别的方法从其他方法中脱颖而出,这就是直接将烯烃转化为顺式氨基醇衍生物(肟化)。近年来,该领域的研究非常活跃,报道了许多有趣的新方法。本文的目的是向读者展示过去几年中出现的方法,以便读者了解可以实现烯烃肟化的多种不同金属和试剂。仍然有许多挑战需要克服,在这里,我们还概述了进一步发展的成熟领域,这些领域对未来具有很好的前景。