Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470 Mülheim an der Ruhr, Germany.
Chem Asian J. 2011 Sep 5;6(9):2224-39. doi: 10.1002/asia.201100108. Epub 2011 Jun 30.
Keteniminium salts are powerful electrophilic heterocumulene reagents well-known for their selectivity and stereocontrol in [2+2] cycloadditions to olefins and carbonyl derivatives. Furthermore, they are readily accessible from stable and simple precursors under a variety of different conditions. Herein, we present the chemistry of keteniminium salts with the hindsight of time, describe preparation methods, recent [2+2] chemistry, mechanistic studies, and assorted applications that significantly extend the scope of utility of these unique electrophilic heterocumulenes.
烯酮亚胺盐是一种强亲电杂二烯试剂，以其在烯烃和羰基衍生物的 [2+2] 环加成反应中的选择性和立体控制而闻名。此外，它们可以从稳定且简单的前体在多种不同条件下容易地获得。在此，我们以时间为背景介绍了烯酮亚胺盐的化学性质，描述了其制备方法、最新的 [2+2] 化学、机理研究以及各种应用，这些应用显著扩展了这些独特的亲电杂二烯试剂的应用范围。
