Stereoselective Synthesis of 2-(β-C-Glycosyl) glycals: Access to Unusual β-C-Glycosides from 3-Deoxyglycals
GM Reddy, BU Maheswara Rao…
Index: Gemmell, Natasha; Meo, Paul; Osborn, Helen M. I. Organic Letters, 2003 , vol. 5, # 10 p. 1649 - 1652
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Abstract
... stability of C-glycosides(1) to acids and carbohydrate-processing enzymes has attracted many synthetic organic chemists and ... acetyl perchlorate as the Lewis acid, glucal 2 was converted to the bicyclic acetal 5 through an unprecedented 1,7-hydrogen shift(10) (Scheme 1). ...
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