The genesis and development of the 4,6-O-benzylidene acetal method for the preparation of β-mannopyranosides are reviewed. Particular emphasis is placed on the influence of the various protecting groups on stereoselectivity and these effects are interpreted in the framework of a general mechanistic scheme invoking a series of solvent-separated and contact ion pairs in dynamic equilibrium with a covalent α-glycosyl trifluoromethanesulfonate. © 2011 Springer-Verlag Berlin Heidelberg.
CITATION STYLE
Aubry, S., Sasaki, K., Sharma, I., & Crich, D. (2011). Influence of protecting groups on the reactivity and selectivity of glycosylation: Chemistry of the 4,6-o-benzylidene protected mannopyranosyl donors and related species. Topics in Current Chemistry, 301, 141–188. https://doi.org/10.1007/128_2010_102
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