Richter Dorothea, Mayr Herbert
Department Chemie und Biochemie, Ludwig-Maximilians-Universität München, Butenandtstrasse 5-13 (Haus F), 81377 München, Germany.
Angew Chem Int Ed Engl. 2009;48(11):1958-61. doi: 10.1002/anie.200804263.
How are dihydropyridines like indoles? Both groups of compounds have similar nucleophilicity parameters N and are therefore suitable substrates for iminium-catalyzed reactions of alpha,beta-unsaturated aldehydes. The N parameters of 1,4-dihydropyridines were derived from the rates of hydride transfer reactions to benzhydrylium ions (see scheme).
二氢吡啶与吲哚有何相似之处?这两类化合物具有相似的亲核性参数N,因此都是α,β-不饱和醛亚胺催化反应的合适底物。1,4-二氢吡啶的N参数源自氢负离子向二苯甲基正离子转移反应的速率(见反应式)。