Facile synthesis of conjugated exo-glycals
β 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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β¦ 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.
π SIMILAR VOLUMES
Halo-exo-glycals of the gluco-, manno-and galacto-series, readily prepared by reaction of 1-exo-methylene pyranoses with iodonium dicollidinium triflate (IDCT), undergo Suzuki or B-alkyl Suzuki cross-coupling reactions with boronic acids or alkyl boranes to yield, in a stereoselective manner, functi
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