Synthesis of the 6′-iso analogues of neplanocin A and 5′-homoneplanocin A
✍ Scribed by Wei Ye; Mingzhu He; Stewart W. Schneller
- Publisher
- Elsevier Science
- Year
- 2009
- Tongue
- French
- Weight
- 350 KB
- Volume
- 50
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
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.
📜 SIMILAR VOLUMES
## 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
Nucleosides and Nucleotides. Part 154. New Neplanocin Analogues. Part 8. Synthesis and Biological Activity of 6'-C-Ethyl, -Ethenyl, and -Ethynyl Derivatives of Neplanocin A. -Reaction of the aldehyde (I) with ethynylmagnesium bromide gives the corresponding 6'-ethynyl derivative as a diastereomeric