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Synthesis of the Cyclopentyl Nucleoside (-)-Neplanocin A from D-Glucose via Zirconocene-Mediated Ring Contraction.

✍ Scribed by Leo A. Paquette; Zhenjiao Tian; Christopher K. Seekamp; Tony Wang

Publisher
John Wiley and Sons
Year
2005
Weight
9 KB
Volume
36
Category
Article
ISSN
0931-7597

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Synthesis of the Cyclopentyl Nucleoside
Synthesis of the Cyclopentyl Nucleoside (−)-Neplanocin A from D-Glucose via Zirconocene-Mediated Ring Contraction
✍ Leo A. Paquette; Zhenjiao Tian; Christopher K. Seekamp; Tony Wang 📂 Article 📅 2005 🏛 John Wiley and Sons 🌐 German ⚖ 288 KB

## Abstract Two approaches for the conversion of d‐glucose to (−)‐neplanocin A (**2**), both based on the zirconocene‐promoted ring contraction of a vinyl‐substituted pyranoside, are herein evaluated (__Scheme 1__). In the first pathway (__Scheme 2__), the substrate possesses the __α__‐d‐__allo__ c