Forming All-Carbon Quaternary Stereocenters By Organocatalytic Aminomethylation: Concise Access To Beta(2,2)-Amino Acids
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION(2020)
Abstract
The asymmetric synthesis of beta(2,2)-amino acids remains a formidable challenge in organic synthesis. Here a novel organocatalytic enantioselective aminomethylation of ketenes with stable and readily available N,O-acetals is reported, providing beta(2,2)-amino esters bearing an all-carbon quaternary stereogenic center in high enantiomeric ratios with a catalytic amount of chiral phosphoric acid. Typically, this transformation probably proceeds through an asymmetric counter-anion-directed catalysis. As a result, a concise, practical, and atom-economic protocol toward rapidly access to beta(2,2)-amino acids has been developed.
MoreTranslated text
Key words
amino acids, ketenes, N, O-acetals, organocatalysis, phosphoric acid
AI Read Science
Must-Reading Tree
Example
![](https://originalfileserver.aminer.cn/sys/aminer/pubs/mrt_preview.jpeg)
Generate MRT to find the research sequence of this paper
Chat Paper
Summary is being generated by the instructions you defined