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C-Glycoside Formation via Lewis Acid Promoted Reaction of O-Glycosylimidates with Pyrroles.

โœ Scribed by David J. Armitt; Martin G. Banwell; Craig Freeman; Christopher R. Parish


Publisher
John Wiley and Sons
Year
2003
Weight
152 KB
Volume
34
Category
Article
ISSN
0931-7597

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โœ James S. Panek; Jennifer V. Schaus ๐Ÿ“‚ Article ๐Ÿ“… 1997 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 653 KB

Lewis acid promoted C-glycosidation reactions of activated glycals with chiral (E)-crotylsilanes were found to be highly regio-and diastereoselective. The reactions of chiral silane reagents proceed with the formation of a new C-C bond at C6 of the pyran ring with concomitant migration of C5-C6 doub