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Copper(I)-Catalyzed Enantioselective 1,3-Dipolar Cycloaddition of Azomethine Ylides with Vinyl Sulfones
| Content Provider | Semantic Scholar |
|---|---|
| Author | Llamas, Tomás Arrayás, Ramón Gómez Carretero, Juan C. |
| Copyright Year | 2007 |
| Abstract | The combination of copper(I)-Taniaphos (5 mol%) is an efficient Lewis acid catalyst for the promotion of the asymmetric 1,3-dipolar cycloaddition of azomethine ylides to aryl vinyl sulfones, providing 3-sulfonylpyrrolidines in good yields and with nearly complete exo-selectivity and good enantiocontrol (typically 65-85% ee). The transformation of the cycloadducts into cis-2,5-disubstituted pyrrolidines of high enantiopurity (>99% ee) has been accomplished after simple recrystallization followed by N-methylation and subsequent reductive desulfonylation. |
| Starting Page | 950 |
| Ending Page | 956 |
| Page Count | 7 |
| File Format | PDF HTM / HTML |
| DOI | 10.1055/s-2007-965926 |
| Volume Number | 2007 |
| Alternate Webpage(s) | http://www.xiuzhengrd.com/ejournals/pdf/synthesis/doi/10.1055/s-2007-965926.pdf |
| Alternate Webpage(s) | https://doi.org/10.1055/s-2007-965926 |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |
