Neplanocin A

A naturally occurring compound with potential antiviral properties

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A synthetic approach towards neplanocin A: Preparation of the optically active cyclopentene moiety from D-ribose
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- 2,2-Dimethyl-propionic acid (4S,5R)-5-((R)-1-hydroxy-2-trityloxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester
Total Synthesis of (-)-Neplanocin A
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- diMethyl 2-((4R,5R)-5-((R)-2-(benzyloxy)-1-hydroxyethyl)-2,2-diMethyl-1,3-dioxolan-4-yl)-2-oxoethylphosphonate

Enantioselective Nuclear magnetic resonance (NMR) spectroscopy Total synthesis D-ribose Nucleophilic substitution Optically active Stereoselective High-performance liquid chromatography (HPLC) Protecting group Synthetic approach Retrosynthetic analysis Diels-Alder Reaction Preparation Chiral Auxiliary Cyclopentene moiety

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