Singh Satwinder, Das Goutam, Singh Om V, Han Hyunsoo
Department of Chemistry, The University of Texas at San Antonio, 6900 North Loop 1604 West, San Antonio, Texas 78249, USA.
Org Lett. 2007 Feb 1;9(3):401-4. doi: 10.1021/ol062712l.
[reaction: see text] The syntheses of bicyclic diaminopyridines 3 and 4 and tricyclic triaminopyridines 5 and 6, two novel series of nucleophilic catalysts, are described. Arguments are made for predicting the superiority of these catalysts over DMAP and even 2, the best esterification catalyst reported to date. The efficiencies of DMAP, PPY, and 2-6 in catalyzing the esterification of tertiary alcohols were compared. As predicted, 5 and 6 were about 6-fold more effective than DMAP and slightly better than 2.
[反应:见正文] 本文描述了双环二氨基吡啶3和4以及三环三氨基吡啶5和6这两个新型亲核催化剂系列的合成。文中提出了一些论据,以预测这些催化剂优于4-二甲氨基吡啶(DMAP)甚至2(迄今为止报道的最佳酯化催化剂)。比较了DMAP、PPY以及2 - 6催化叔醇酯化反应的效率。正如所预测的,5和6的催化效率比DMAP高约6倍,且略优于2。