We have developed a formal [4+1] approach to pyrrolidines from readily available unactivated terminal alkenes as 4-carbon partners. The reaction provides a rapid construction of various pyrrolidine containing structures, especially for the diastereoselective synthesis of spiro-pyrrolidines. Mechanistic investigation suggests a Rh(III)-catalyzed intermolecular aziridination of the alkene and subsequent acid-promoted ring expansion for the pyrrolidine formation.
Download full-text PDF |
Source |
|---|---|
| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC7428074 | PMC |
| http://dx.doi.org/10.1021/jacs.9b07012 | DOI Listing |
Publication Analysis
Top Keywords
formal [4+1]
8
[4+1] approach
8
approach pyrrolidines
8
pyrrolidines unactivated
8
unactivated terminal
8
terminal alkenes
8
rhiii-catalyzed formal
4
alkenes nitrene
4
nitrene sources
4
sources developed
4
Similar Publications
Want AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!