College of Materials, Chemistry and Chemical Engineering, Hangzhou Normal University , Hangzhou 310036, China.
Org Lett. 2015 Oct 16;17(20):5052-5. doi: 10.1021/acs.orglett.5b02527. Epub 2015 Oct 6.
An N-heterocyclic carbene-catalyzed highly enantioselective [3 + 3] annulation reaction of N-hydroxyphthalimide (NHPI) 3,3-disubstituted acrylates and N-Ts ketimines was developed. In most cases, the desired chiral dihydropyridinone products bearing an all carbon quaternary stereogenic center could be obtained in good yields with excellent enantioselectivities (>99% ee's), which demonstrated the NHPI acrylates as a kind of excellent substrate in NHC-catalysis.
发展了 N-杂环卡宾催化的 N-羟基邻苯二甲酰亚胺(NHPI)、3,3-二取代丙烯酰胺和 N-Ts 亚胺的高对映选择性[3+3]环加成反应。在大多数情况下,能够以良好的收率和优异的对映选择性(>99%ee)得到所需的手性二氢吡啶酮产物,这表明 NHPI 丙烯酰胺是 NHC 催化中一种优异的底物。