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Samarium diiodide-induced intramolecular pinacol coupling of dinitrones: synthesis of cyclic cis-vicinal diamines

โœ Scribed by Ebran, Jean-Philippe; Hazell, Rita G.; Skrydstrup, Troels


Book ID
121446517
Publisher
Royal Society of Chemistry
Year
2005
Tongue
English
Weight
280 KB
Volume
43
Category
Article
ISSN
1359-7345

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The stereocontrolled formation of cyclic
โœ Jose Luis Chiara; Walter Cabri; Stephen Hanessian ๐Ÿ“‚ Article ๐Ÿ“… 1991 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 309 KB

Aliphatic 1,5-and 1,6 dialdehydes with and without a-substituents, as well as derivatives of carbohydrate dialdehydes undergo a pinacol coupling reaction in the presence of SmI;! to give cis-diols as the preponderant products. When cc-alkoxy groups are present, the diol has an orientation that is op