Characterization of Elusive Reaction Intermediates Using Infrared Ion Spectroscopy: Application to the Experimental Characterization of Glycosyl Cations

Autor: Floor ter Braak, Hidde Elferink, Kas J. Houthuijs, Jos Oomens, Jonathan Martens, Thomas J. Boltje
Rok vydání: 2022
Předmět:
Zdroj: Accounts of Chemical Research, 55, 1669-1679
Accounts of Chemical Research, 55, 12, pp. 1669-1679
ISSN: 1520-4898
0001-4842
1669-1679
DOI: 10.1021/acs.accounts.2c00040
Popis: A detailed understanding of the reaction mechanism(s) leading to stereoselective product formation is crucial to understanding and predicting product formation and driving the development of new synthetic methodology. One way to improve our understanding of reaction mechanisms is to characterize the reaction intermediates involved in product formation. Because these intermediates are reactive, they are often unstable and therefore difficult to characterize using experimental techniques. For example, glycosylation reactions are critical steps in the chemical synthesis of oligosaccharides and need to be stereoselective to provide the desired α- or β-diastereomer. It remains challenging to predict and control the stereochemical outcome of glycosylation reactions, and their reaction mechanisms remain a hotly debated topic. In most cases, glycosylation reactions take place via reaction mechanisms in the continuum between S
Databáze: OpenAIRE