The tertiary-butyl group: Selective protection of the anomeric centre and evaluation of its orthogonal cleavage
2018
Subratti, Afraz | Jalsa, Nigel Kevin
The tertiary-butyl group has not been examined extensively as a protecting group. In this work, we describe the synthesis of tert-butyl glycosides via the Fischer glycosylation protocol. Furthermore, its utility as a temporary anomeric protecting group was evaluated. A range of differentially protected monosaccharides was used to investigate the stability of the tert-butyl group upon the introduction of other protecting groups; and compatibility of its cleavage in the presence of the latter.
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