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<i>S</i>‑Benzimidazolyl (SBiz) Imidates as a Platform for Oligosaccharide Synthesis via Active–Latent, Armed–Disarmed, Selective, and Orthogonal Activations
This article describes the development
of <i>S</i>-benzimidazolyl
(SBiz) imidates as versatile building blocks for oligosaccharide synthesis.
The SBiz imidates have been originally developed as a new platform
for active-latent glycosylations. This article expands upon the utility
of these compounds. The application to practically all common concepts
for the expeditious oligosaccharide synthesis including selective,
chemoselective, and orthogonal strategies is demonstrated. The strategy
development was made possible thanks to our enhanced understanding
of the reaction mechanism and the modes by which SBiz imidates interact
with various promoters of glycosylation