Enantio- and periselective nitroalkene Diels–Alder reaction

Abstract

The periselective Diels–Alder reaction of 5-substituted pentamethylcyclopentadienes and nitroethylene has been realized by helical–chiral hydrogen bond donor catalysts. To our knowledge, this represents the first asymmetric catalytic nitroalkene Diels–Alder reaction via activation of nitroalkene, and thus establishes its proof-of-principle.