Solid-Phase Synthesis of Carbocyclic Nucleosides
β Scribed by Crimmins, Michael T.; Zuercher, William J.
- Book ID
- 120667372
- Publisher
- American Chemical Society
- Year
- 2000
- Tongue
- English
- Weight
- 93 KB
- Volume
- 2
- Category
- Article
- ISSN
- 1523-7060
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π SIMILAR VOLUMES
Racemic difluorinated carbocyclic homo-nucleoside analogues are easily accessible from (Z)-4-(benzyloxy)-2-butenyl acetate by difluorocyclopropanation using sodium chlorodifluoro acetate in diglyme at 190Β°C followed by Mitsunobu reactions.
Asymmetric synthesis of L-carbocyclic nucleosides, (+)-I]-L-aristeromycin (11) and its thymine analog (12) was accomplished. The key intermediate 3 was synthesized by a regioselective conjugate addition to the enone 1 followed by DIBAL-H reduction. Coupling of 4 with heterocycle or construction of h