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Facile synthesis of conjugated exo-glycals

✍ Scribed by Wen-Bin Yang; Chung-Yi Wu; Che-Chien Chang; Shwu-Huey Wang; Chin-Fen Teo; Chun-Hung Lin


Publisher
Elsevier Science
Year
2001
Tongue
French
Weight
79 KB
Volume
42
Category
Article
ISSN
0040-4039

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✦ Synopsis


Two efficient methods were explored for the synthesis of various conjugated exo-glycals: (i) by nucleophilic addition of sugar lactones with a subsequent dehydration, and (ii) by selenylation of C-glycosides with a subsequent selenoxide elimination. These reactions occurred in a stereoselective manner to give exclusively or predominantly the (Z)-isomers of exo-glycals.


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