| Autor: |
Eszter Baitz-Gács, J. Beres, I. Tömösközi, L. Gruber, Gy. Sági, László Ötvös |
| Rok vydání: |
1989 |
| Předmět: |
|
| Zdroj: |
Tetrahedron. 45:6271-6280 |
| ISSN: |
0040-4020 |
| DOI: |
10.1016/s0040-4020(01)85137-1 |
| Popis: |
Stereospecific synthesis of (−)-carba-3′-deoxy-3′-fluorothymidine (−)- 11 is reported from the protected (−)-carbocyclic 3′-epi-thymidine (−)- 7 using diethylaminosulfur trifluoride. Under the conditions used, extensive dehydration of the blocked precursor into 10 and formation of the 4′-fluoro analogue ( 9 ) were also observed. An attempted simplification of our methodology based on (+)-(1R, 5S)-2-oxabicyclo[3.3.0]oct-6-en-3-one failed, but a novel cyclopentane ( 2 ) ring expansion to tetrahydropyran ( 18 ) was discovered. |
| Databáze: |
OpenAIRE |
| Externí odkaz: |
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