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Stereoselective CC bond formation in carbohydrates by radical cyclization reactions-I.

✍ Scribed by Alain De Mesmaeker; Pascale Hoffmann; Beat Ernst

Book ID
104217845
Publisher
Elsevier Science
Year
1988
Tongue
French
Weight
213 KB
Volume
29
Category
Article
ISSN
0040-4039

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✦ Synopsis

A three steps synthesis of a-C(2) branched pyranosides from the described. Switzerland. glycal _l_ is Among the several methods used for the synthesis of C-branched sugars 1,2) , the intermolecular addition of glycopyranosidic radicals to olefins has been shown to be very usefu13'. Radical reactions should be particularily promising in the field of carbohydrates

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Stereoselective C-C bond formation in ca
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✍ Alain De Mesmaeker; Pascale Hoffmann; Beat Ernst 📂 Article 📅 1989 🏛 Elsevier Science 🌐 French ⚖ 214 KB

The synthesis of the bicyclic acetals 8 from the glycal 1 us reaction is described\_ Intensive work has been devoted to the synthesis of C-branched sugars ng a radical cyclization -3) \_ We have recently reported '1 an efficient and stereoselective synthesis of the a-C(Z) branched pyranosides 5 by r

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Stereoselective CC bond formation in carbohydrates by radical cyclization reactions-III. Strategy for the preparation of C(1)-glycosides
✍ Alain De Mesmaeker; Pascale Hoffmann; Beat Ernst; Paul Hug; Tammo Winkler 📂 Article 📅 1989 🏛 Elsevier Science 🌐 French ⚖ 207 KB

A new strategy for the stereoselective synthesis of cz-and 13-C(1)-glycosides based on an intramolecular radical cyclization reaction is described. Intramolecular hydrogen atom transfer was observed depending on the concentration of the reagents, the conformation and the substitution of the cyclized