Nl. Douglas et al., TUNING GLYCOSIDE REACTIVITY - NEW TOOL FOR EFFICIENT OLIGOSACCHARIDE SYNTHESIS, Journal of the Chemical Society. Perkin transactions. I, (1), 1998, pp. 51-65
The concise preparation of complex oligosaccharides remains a signific
ant challenge for synthetic organic chemistry. The tuning of donor rea
ctivity during coupling reactions, such that we may avoid the lengthy
protecting-group manipulations of classical carbohydrate synthesis, af
fords a strategy for the rapid assembly of large sugar systems. Compet
ition reactions have been used to quantify the influence of protecting
groups, monosaccharide type, and anomeric leaving groups on the react
ivity of various glycosyl donors.