Synthesis and Reactivity of 1-Substituted 2-Fluoro- and 2,2-Difluoroaziridines
✍ Scribed by Verniest, Guido; Colpaert, Filip; Van Hende, Eva; De Kimpe, Norbert
- Book ID
- 120709980
- Publisher
- American Chemical Society
- Year
- 2007
- Tongue
- English
- Weight
- 94 KB
- Volume
- 72
- Category
- Article
- ISSN
- 0022-3263
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## Abstract Convergent syntheses of the 9‐(3‐X‐2,3‐dideoxy‐2‐fluoro‐__β__‐D‐ribofuranosyl)adenines **5** (X=N~3~) and **7** (X=NH~2~), as well as of their respective __α__‐anomers **6** and **8**, are described, using methyl 2‐azido‐5‐__O__‐benzoyl‐2,3‐dideoxy‐2‐fluoro‐__β__‐D‐ribofuranoside (**4**
Fluorination of phenylsulfinyl bicycloamide using molecular fluorine proceeded preferentially with inversion of the carbon atom having the sulfinyl group to afford a-fluorinated sulfonyl bicycloamide in fair yield. The fluorinated sulfonyl bicycloamide was converted to 2'fluoro substituted carbovir