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C–C Bond Formation by Sequential Intramolecular Hydrogen Atom Transfer/Intermolecular Radical Allylation Reaction in Carbohydrate Systems

✍ Scribed by Elisa I. León; Ángeles Martín; Inés Pérez-Martín; Luís M. Quintanal; Ernesto Suárez


Book ID
112082869
Publisher
John Wiley and Sons
Year
2012
Tongue
English
Weight
976 KB
Volume
2012
Category
Article
ISSN
1434-193X

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Stereoselective synthesis of C-ketosides
✍ Angeles Martín; Inés Pérez-Martín; Luis M. Quintanal; Ernesto Suárez 📂 Article 📅 2008 🏛 Elsevier Science 🌐 French ⚖ 175 KB

A tandem 1,5 or 1,6 hydrogen atom transfer (HAT)-radical allylation using carbohydrate models is described. The HAT reaction generated a C-glycos-1-yl radical intermediate, which added to allyltri-nbutyltin with high diastereoselectivity, to give C-ketosides with the quaternary carbon carrying two d