A concise synthesis of (−)-neplanocin A
✍ Scribed by Naoyuki Yoshida; Takashi Kamikubo; Kunio Ogasawara
- Book ID
- 108386811
- Publisher
- Elsevier Science
- Year
- 1998
- Tongue
- French
- Weight
- 115 KB
- Volume
- 39
- Category
- Article
- ISSN
- 0040-4039
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A total synthesis of (-)-neplanocin A has been accomplished in 15 steps starting from the readily available D-(+)-ribonic acid y-lactone. The neplanocin antibiotics (NPC-A, 6, C, D, and F) were isolated in 1979 from the culture filtrate of ampullariella regularis A11079.2 Of all the active neplanoci
## Abstract The first total synthesis of racemic neplanocin A **(1)**After submitting our paper we learned that __Arita et al.__ [J. Am. Chem. Soc.105, 4049(1983)] synthesized the natural enantioner of Neplanocin A. from cyclopentadiene and acylnitroso‐3,5‐dinitrobenzoic acid is described. The syn
Neplanocin A has been prepared in 14 steps from cyclopentadiene (11% overall yield). The recent attention directed at the synthesis of compounds for the treatment of viral infections has resulted in a large number of nucleoside analogues displaying antiviral activity. Neplanocin A (NPC-A) 1, a nat