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Tandem Retro-Michael Addition-Claisen Rearrangement-Intramolecular Cyclization: One-Pot Synthesis of Densely Functionalized Ethyl Dihydropyrimidine-4-carboxylates from Simple Building Blocks
| Content Provider | Scilit |
|---|---|
| Editor | Naidu, B. Narasimhulu |
| Copyright Year | 2008 |
| Description | Pyrolysis of suitably functionalized oxadiazoline diesters in refluxing xylenes provided ethyl 1,2-disubstituted 5-hydroxy-6-oxo-1,6-dihydropyrimidine-4-carboxylates in moderate to good yields. Under thermal conditions, the oxadiazoline esters undergo a sequence of complex molecular reorganizations, namely retro-Michael addition, Claisen rearrangement, and cyclization, to produce the desired pyrimidinones. |
| Related Links | http://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-2008-1032088.pdf |
| Ending Page | 550 |
| Page Count | 4 |
| Starting Page | 547 |
| ISSN | 09365214 |
| e-ISSN | 14372096 |
| DOI | 10.1055/s-2008-1032088 |
| Journal | Synlett |
| Issue Number | 04 |
| Volume Number | 2008 |
| Language | English |
| Publisher | Georg Thieme Verlag KG |
| Publisher Date | 2008-02-12 |
| Access Restriction | Open |
| Subject Keyword | Organic Chemistry Retro-michael Addition Claisen Rearrangement Intramolecular Cyclization 6-dihydropyrimidine-4-carboxylates |
| Content Type | Text |
| Resource Type | Article |
| Subject | Organic Chemistry |