Faculty of Pharmacy, Meijo University, 150 Yagotoyama, Tempaku-ku, Nagoya 468-8503, Japan.
Org Biomol Chem. 2018 Mar 7;16(10):1770-1778. doi: 10.1039/c8ob00248g.
Planar chiral [2.2]paracyclophane-based phosphine-phenol catalysts, which have a benzene ring spacer inserted between the pseudo-ortho-substituted [2.2]paracyclophanol skeleton and the diarylphosphino group, are highly suitable for enantioselective [3 + 2] annulations of allenoates and N-tosylimines. These catalysts can be tuned by changing the substituent on the benzene rings of the diarylphosphino group. The observed enantioselectivity of 92% is the highest reported to date for phosphine-catalyzed annulations of unsubstituted allenic esters and N-tosylaldimines.
基于[2.2]并环芳烷的平面手性膦-酚催化剂具有苯环间隔基，插入在假邻位取代的[2.2]并环芳烷骨架和二芳基膦基团之间，非常适合烯丙酸盐和 N-对甲苯磺酰亚胺的对映选择性[3+2]环加成反应。这些催化剂可以通过改变二芳基膦基团苯环上的取代基进行调节。观察到的 92%对映选择性是迄今为止报道的未取代烯丙基酯和 N-对甲苯磺酰亚胺的膦催化环加成反应中最高的。
