Glycosides intramolecular

Ziegler and coworkers prearranged a glycoside by employing a succinyl tether between C-6 of a mannosyl donor and C-3 of glucosyl acceptor [151,152]. They found that the nature of the glycosyl acceptor and the length of the tether affected the anomeric selectivity of the intramolecular mannosylation (Scheme 4.4d) [153]. 

Table 5.6A Intramolecular glycosylations via prearranged glycosides - glucose donors.

Yet another approach uses peptides as tethers for intramolecular glycosylations via prearranged glycosides (Scheme 5.113) [326,327]. The regio- and anomeric selectivity of the intramolecular glycosylation depends on the amino acid sequence of the peptide, which links glycosyl donor and acceptor. 

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