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Stereoselective synthesis of C-ketosides by Lewis acid-catalyzed C-glycosylation of alkynyl-ketoses

✍ Scribed by Ana M. Gómez; Clara Uriel; Serafı́n Valverde; Slawomir Jarosz; J.Cristóbal López

Book ID
104252322
Publisher
Elsevier Science
Year
2002
Tongue
French
Weight
469 KB
Volume
43
Category
Article
ISSN
0040-4039

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✦ Synopsis

C-glycosides (1) 1 (Fig. 1) have become attractive targets for research since they are stable analogs of glycans involved in important intra-and inter-cellular processes with potential activity as inhibitors of sugar processing enzymes, 2 and they have been recognized as important building blocks in the synthesis of biologically important molecules. 3 Additionally, several C-glycosides are potent antitumor, antiviral or antibiotic agents. 4 On the other hand, C-ketosides or bis-C,C-glycosides (2), 5 have not found similar favor, 5,6 although methods for the preparation of spirocyclic C-ketosides 7 and C-glycosides of ulosonic acids 8 have been reported by several groups. 9

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