Thioglycosides are one of the most stable and versatile glycosyl donors for the construction of simple or complex oligosaccharides. However, their activation often requires conditions such as extremely cold temperatures that make their use in automated syntheses less attractive. Herein we report the syntheses of two new fluorous thiol tags and compare their utility as glycosyl donors and acceptors in both manual and automated syntheses of oligosaccharides based on the fluorous solid-phase extraction of intermediates.

Synthesis of alkyl fluorous thiols and their use in automated oligosaccharide synthesis

243rd National Meeting (2012)

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