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Chiral phosphoric acid-catalyzed enantioselective construction of structurally diverse benzothiazolopyrimidines† †Electronic supplementary information (ESI) available. CCDC 1815484 and 1851627. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c8sc05581e
| Content Provider | Semantic Scholar |
|---|---|
| Author | Jarrige, Lucie Glavač, Danijel Levitre, Guillaume Retailleau, Pascal Bernadat, Guillaume Neuville, Luc Masson, Géraldine |
| Copyright Year | 2019 |
| Abstract | A highly efficient catalytic enantioselective [4+2] cycloaddition was developed between 2-benzothiazolimines and enecarbamates. A wide range of benzothiazolopyrimidines bearing three contiguous stereogenic centers was obtained in high to excellent yields and with excellent diastereo- and enantioselectivities (d.r. > 98 : 2 and up to >99% ee). Furthermore, this chiral phosphoric acid-catalyzed strategy was scalable and enabled access to a new class of optically pure Lewis base isothiourea derivatives. |
| Starting Page | 3765 |
| Ending Page | 3769 |
| Page Count | 5 |
| File Format | PDF HTM / HTML |
| DOI | 10.1039/C8SC05581E |
| PubMed reference number | 31015920 |
| Journal | Medline |
| Volume Number | 10 |
| Alternate Webpage(s) | https://pubs.rsc.org/en/content/articlepdf/2019/sc/c8sc05581e?page=search |
| Alternate Webpage(s) | https://pubs.rsc.org/en/content/articlepdf/2019/sc/c8sc05581e |
| Alternate Webpage(s) | http://www.rsc.org/suppdata/c8/sc/c8sc05581e/c8sc05581e1.pdf |
| Alternate Webpage(s) | https://doi.org/10.1039/C8SC05581E |
| Journal | Chemical science |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |
