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N-heterocyclic carbene-catalyzed [3+4] cycloaddition and kinetic resolution of azomethine imines.
| Content Provider | Semantic Scholar |
|---|---|
| Author | Wang, Ming Huang, Zhijian Xu, Jianfeng Chi, Yonggui Robin |
| Copyright Year | 2014 |
| Abstract | The first N-heterocyclic carbene (NHC)-catalyzed [3+4] cycloaddition of azomethine imines and enals is disclosed. Oxidative catalytic remote activation of enals affords 1,4-dipolarophile intermediates that react with 1,3-dipolar azomethine imines to generate dinitrogen-fused seven-membered heterocyclic products with high optical purities. Our approach also provides effective kinetic resolution of azomethine imines, in which the substrate chiral center that is remote from the NHC catalyst can be well resolved. |
| File Format | PDF HTM / HTML |
| DOI | 10.1021/ja411110f |
| PubMed reference number | 24422593 |
| Journal | Medline |
| Volume Number | 136 |
| Issue Number | 4 |
| Alternate Webpage(s) | http://www3.ntu.edu.sg/home/robinchi/publication%20lists/50%20pdf.pdf |
| Alternate Webpage(s) | https://doi.org/10.1021/ja411110f |
| Journal | Journal of the American Chemical Society |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |
