4.5 Article

Unusual promoters and leaving groups in glycosylation reactions: The evolution of carbohydrate synthesis

Journal

CARBOHYDRATE RESEARCH
Volume 519, Issue -, Pages -

Publisher

ELSEVIER SCI LTD
DOI: 10.1016/j.carres.2022.108625

Keywords

Saccharides; Stereoselectivity; Glycosyl activation; Glycosyl donors; Regioselectivity

Funding

  1. COST
  2. [CA18103]

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This review discusses the essential role of glycosylation in producing and modifying carbohydrates, as well as the recent advances in studying new promoters and leaving groups in glycosylation reactions.
Glycosylation is the key reaction by which our body can produce and modify carbohydrates and their conjugates which are molecules essential for life. The study of the diversity of their functions is a current and ever-expanding topic that requires the ability to provide pure saccharides quickly, efficiently and in a controlled way which can be achieved by chemical synthesis. Although the influence of the donor and the promoter on the outcome of a glycosylation reaction is well documented, the search for new methodologies and new promoters/activators is constantly expanding. In this review, after an introduction dealing with well-known glycosylation strategies, we describe the most recent advances in terms of the use of innovative approaches, focalizing the study on new promoters and leaving groups exploited in the last ten years.

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