Exploring the glycosylation properties of a sialyl thioimidate donor

Rao, Jun; Zhu, Xiangming

doi:10.1016/j.tetlet.2015.07.064

Cited by 4 publications

(2 citation statements)

References 31 publications

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“…The N -phenyl trifluorothioacetimidate glycosyl donor has since been used in sialylations of 6-OH sugar acceptors by the Zhu group, resulting in yields of 86–96% with α-selectivity (Scheme ).…”

Section: Glycosyl Imidate Donorsmentioning

confidence: 99%

“…21 This is in contrast to the PTFA method developed by Yu, 9,241 where the anomeric configuration of the PTFA donor was more challenging to control. The N-phenyl trifluorothioacetimidate glycosyl donor has since been used in sialylations of 6-OH sugar acceptors by the Zhu group, 283 resulting in yields of 86−96% with α-selectivity (Scheme 37).…”

Section: Thioimidate Glycosyl Donorsmentioning

confidence: 99%

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Catalytic Glycosylations in Oligosaccharide Synthesis

2018

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Catalytic glycosylation has been a central reaction in carbohydrate chemistry since its introduction by Fischer 125 years ago, but it is only in the past three to four decades that catalytic methods for synthesizing oligosaccharides have appeared. Despite the development of numerous elegant and ingenious catalytic glycosylation methods, only a few are in general use. This review covers all methods of catalytic glycosylation with the focus on the development and application in oligosaccharide synthesis and provide an overview of the scope and limitations of these. The review also includes relevant mechanistic studies of catalytic glycosylations. The future of catalytic glycosylation chemistry is discussed, including specific, upcoming methods and possible directions for the field of research in general.

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Section: Glycosyl Imidate Donorsmentioning

confidence: 99%