AI Article Synopsis
- A new method for enantioselective asymmetric decarboxylative addition was created, involving β-keto acids and 3-alkenyl-oxindoles with an all-carbon quaternary stereocenter.
- The process achieved product yields of 49-98% and enantioselectivities of 88-98% using a small amount of chiral rhodium catalyst (0.04-1.0 mol %).
- This method's practicality was demonstrated by synthesizing a key intermediate that can be easily converted into derivatives of physovenine and physostigmine.
Article 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.
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| http://dx.doi.org/10.1021/acs.orglett.2c00411 | DOI Listing |
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