Advanced Synthesis & Catalysis

… Controlled Koenigs–Knorr??Type Monoglycosylation of Secondary Hydroxy Groups in Carbohydrates Utilizing the High Site Recognition Ability of Organotin Catalysts

W Muramatsu, H Yoshimatsu

Index: Muramatsu, Wataru; Yoshimatsu, Hirofumi Advanced Synthesis and Catalysis, 2013 , vol. 355, # 13 p. 2518 - 2524

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Citation Number: 19

Abstract

Abstract: The catalytic regio-and stereoselective monoglycosylation of carbohydrates using organotin catalysts is demonstrated. The one-step reaction affords various oligosaccharides linked at the secondary hydroxy group in high chemical yield and good regio-and stereoselectivities. The regioselectivity of the glycosylation is shown to depend on the spatial arrangement of the hydroxy groups in the carbohydrates. Keywords: glycosylation; ...