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ChemInform Abstract: Stereochemistry in the Synthesis and Reaction of exo-Glycals
- Source :
- ChemInform. 33
- Publication Year :
- 2010
- Publisher :
- Wiley, 2010.
-
Abstract
- Two general methods are explored for the stereoselective synthesis of exo-glycals. One method utilizes a nucleophilic addition of fully protected sugar lactones of gluco-, galacto-, and manno-types, followed by the subsequent dehydration, to give the desired exo-glycals with (Z)-configuration. The other method proceeds with selenylation of C-glycosides in a stereoselective manner. The subsequent selenoxide elimination also provides (Z)-exo-glycals. The prepared exo-glycal conjugated esters of either gluco- or manno-type react with allyl alcohol to give exclusively α-anomers.
Details
- ISSN :
- 15222667 and 09317597
- Volume :
- 33
- Database :
- OpenAIRE
- Journal :
- ChemInform
- Accession number :
- edsair.doi...........11ac5a6ab18c595e640b4b2ae02e109f