以联萘二酚骨架的手性磷酸催化吲哚苄基醇和3-吲哚丙烯酸酯发生环加成反应,产生三个连续的手性中心.当使用3,3'-位被α-萘取代的联萘二酚骨架手性磷酸为催化剂时,反应的效果最佳,产率最高达91%以上,非对映选择性为9∶1-20∶1,对映选择性为62%-92%.
The cycloaddition reaction of a suitably substituted indolyl benzylic alcohol with an ethyl 3-indoleacrylate catalyzed by phos-phoric acids derived from (S)-BINOL was described. When the chiral phosphoric acid bearing α-naphthyl at 3,3'-positions of the binaphthyl was used as a catalyst, pyrrolo[1,2-a]indole derivatives with three contiguous stereocenters were obtained in high yield up to 91%, with good to high diastereoselectivity (9/1-20/1 dr) and enantioselectivity (62%-92% ee for the major dia-stereoisomer).