Organocatalytic asymmetric formal [3 + 2] cycloaddition reaction of isocyanoacetates with saccharin-derived 1-azadienes
作者:Li Chang、Guang-Yu Zhu、Ting Yang、Xiao-Li Zhao、Min Shi、Mei-Xin Zhao
DOI:10.1039/d1ob00115a
日期:——
An efficient organocatalytic diastereo- and enantioselective formal [3 + 2] cycloaddition reaction of α-isocyanoacetates with saccharin-derived 1-azadienes catalyzed by a dihydroquinine derived squaramide catalyst has been investigated, and it furnished the corresponding directly linked benzo[d]isothiazole 1,1-dioxide-dihydropyrroles with two adjacent tertiary-quaternary stereocenters in high yields
研究了由二氢奎宁衍生的方酰胺催化剂催化的α-异氰基乙酸酯与糖精衍生的1-氮杂二烯的高效有机催化非对映和对映选择性的[3 + 2]环加成反应,并提供了相应的直接连接的苯并[ d ]异噻唑1在温和条件下具有高产率(高达98%)和中等至优异的立体选择性(高达> 20:1 dr和97%ee)的具有两个相邻的叔-四级立体中心的1,2-二氧化物-二氢吡咯。