Asymmetric Synthesis of Five-Membered Spiropyrazolones via N-Heterocyclic Carbene (NHC)-Catalyzed [3+2] Annulations

Dieter Enders, Sun Li, Lei Wang, Pankaj Chauhan, Anssi Peuronen, Kari Rissanen
2016 Synthesis (Stuttgart)  
A new synthetic strategy for the asymmetric synthesis of five-membered spiropyrazolones via N-heterocyclic carbene-catalyzed [3+2] annulations employing enals and unsaturated pyrazolones as substrates has been developed. The new protocol allows the flexible variation of all four substituents of the pharmaceutically important spiropyrazolones in moderate to very good yields and in most cases with excellent diastereoselectivities and good to excellent enantioselectivities.
doi:10.1055/s-0036-1588381 fatcat:2mj3etmpybb3ng6xg4ebnmydra