Organo-catalyzed asymmetric cascade annulation reaction for the construction of bi-spirocyclic pyrazolone and oxindole derivatives

Autor: Jun-Bo Chen, Hao-Peng Lv, Zheng Wang, Xiao-Peng Yang, Xing-Wang Wang, Bing-Bing Sun, Jun-Qi Zhang
Rok vydání: 2020
Předmět:
Zdroj: Organic Chemistry Frontiers. 7:796-809
ISSN: 2052-4129
DOI: 10.1039/d0qo00001a
Popis: A bifunctional organocatalyst catalyzed tandem annulation reaction between β,γ-unsaturated α-ketoesters with α-arylidene pyrazolinones was reported. The tandem Michael–aldol process allows access to optically active bi-spirocyclic pyrazolone and oxindole compounds in high yields with good to excellent enantioselectivity and diastereoselectivity. The resulting bi-spirocyclic compounds possess highly dense functionalized substituents, two all-carbon spiro quaternary stereocenters and one hemiketal stereogenic centers.
Databáze: OpenAIRE