Catalytic Asymmetric Decarboxylative Michael Addition To Construct an All-Carbon Quaternary Center with 3-Alkenyl-oxindoles

Autor: Yingzheng Ren, Shuhui Lu, Lin He, Zhifei Zhao, Shi-Wu Li
Rok vydání: 2022
Předmět:
Zdroj: Organic Letters. 24:2585-2589
ISSN: 1523-7052
1523-7060
DOI: 10.1021/acs.orglett.2c00411
Popis: The first highly enantioselective asymmetric decarboxylative addition of β-keto acids with 3-alkenyl-oxindoles bearing an all-carbon quaternary stereocenter have been developed. The relevant products were acquired in 49-98% yields with 88-98% enantioselectivities in the presence of 0.04-1.0 mol % of chiral rhodium catalyst. The comprehensive practicability of this method was proven in the preparation of the key intermediate, which can be easily transformed into analogues of physovenine and physostigmine.
Databáze: OpenAIRE