AI Article Synopsis
- A new palladium-catalyzed method allows for the asymmetric acetoxylation of cis-alkenes, using PhI(OAc) as an oxidant, resulting in highly enantiomerically enriched lactams under mild conditions.
- The specific pyridine-oxazoline (Pyox) ligand, with its unique tert-butyl and propyl groups, plays a crucial role in enabling both the aminopalladation step and the subsequent chain walking process.
- The produced enantioenriched lactams are valuable intermediates for synthesizing azabicycles, expanding their utility in organic chemistry.
Article Abstract
A palladium-catalyzed asymmetric 1,n-remote aminoacetoxylation of cis-alkenes has been developed using PhI(OAc) as an oxidant, providing the acetoxylated lactams with excellent enantioselectivities under mild reaction conditions. The sterically hindered pyridine-oxazoline (Pyox) L3 with a tert-butyl group in oxazoline ring and propyl group in C6 position of pyridinyl is vital for the reaction, where the former is good for asymmetric aminopalladation step and the latter for the chain walking process. The enantioenriched lactam products were proven to be good building blocks for the synthesis of azabicycles.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1002/anie.202408305 | DOI Listing |
Publication Analysis
Top Keywords
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!