A palladium-catalyzed [2π + 2σ] cycloaddition of vinyl bicyclo[1.1.0]butanes with methyleneindolinones has been developed. The reaction enables the construction of spirobicyclo[2.1.1]hexanes bearing an all-carbon quaternary center in moderate to good yields with excellent diastereoselectivities. This method features a broad substrate scope with good functional group compatibility. The practical utility of this protocol was further demonstrated by gram-scale synthesis and postsynthetic transformations of desired product.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1021/acs.orglett.4c04224 | DOI Listing |
Publication Analysis
Top Keywords
[2π 2σ]
8
vinyl bicyclo[110]butanes
8
bicyclo[110]butanes methyleneindolinones
8
palladium-catalyzed strain-enabled
4
strain-enabled [2π
4
2σ] cycloadditions
4
cycloadditions vinyl
4
methyleneindolinones palladium-catalyzed
4
palladium-catalyzed [2π
4
2σ] cycloaddition
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!