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

Authors :
Yingzheng Ren
Shuhui Lu
Lin He
Zhifei Zhao
Shi-Wu Li
Source :
Organic Letters. 24:2585-2589
Publication Year :
2022
Publisher :
American Chemical Society (ACS), 2022.

Abstract

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.

Details

ISSN :
15237052 and 15237060
Volume :
24
Database :
OpenAIRE
Journal :
Organic Letters
Accession number :
edsair.doi.dedup.....a2a6f37fcc22435db52bb4fe9531d7c2