A General Approach to 1, 2??trans??C??Glycosides via Glycosyl Samarium (III) Compounds

T Skrydstrup, O Jarreton, D Mazéas…

Index: Skrydstrup, Troels; Jarreton, Olivier; Mazeas, Daniel; Urban, Dominique; Beau, Jean-Marie Chemistry - A European Journal, 1998 , vol. 4, # 4 p. 655 - 671

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Citation Number: 62

Abstract

Abstract A remarkable stereoselective coupling reaction is undergone by glycosyl pyridyl sulfones, such as 1, with carbonyl compounds affording 1, 2-trans-C-glycosides. In contrast to the corresponding lithium counterparts the intermediate anomeric organosamarium reagent displays enhanced stability to β elimination of the C2-substituent.

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