New Neplanocin Analogues. 6. Synthesis and Potent Antiviral Activity of 6‘-Homoneplanocin A 1
✍ Scribed by Shuto, Satoshi; Obara, Takumi; Saito, Yasuyoshi; Andrei, Graciela; Snoeck, Robert; De Clercq, Erik; Matsuda, Akira
- Book ID
- 127103587
- Publisher
- American Chemical Society
- Year
- 1996
- Tongue
- English
- Weight
- 279 KB
- Volume
- 39
- Category
- Article
- ISSN
- 0022-2623
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📜 SIMILAR VOLUMES
An efficient synthesis of 6'-isoneplanocin A and 6-isohomoneplanocin A is reported. The key steps in the synthesis include an enyne metathesis and a regioselective oxidation.
Synthesis of neplanocin A, a potent antiviral carbocyclic nucleoside, from adenosine was achieved. An acyclic adeninenucleoside 21, prepared from adenosine, was converted to 4'-keto acyclic derivative 27. When 27 was treated with lithiotrimethylsilyldiazomethane in THF, a C-H insertion reaction at t