%0 Journal Article
%T Acceptor-influenced and donor-tuned base-promoted glycosylation
%A Stephan Boettcher
%A Martin Matwiejuk
%A Joachim Thiem
%J Beilstein Journal of Organic Chemistry
%D 2012
%I 
%R 10.3762/bjoc.8.46
%X Base-promoted glycosylation is a recently established stereoselective and regioselective approach for the assembly of di- and oligosaccharides by using partially protected acceptors and glycosyl halide donors. Initial studies were performed on partially methylated acceptor and donor moieties as a model system in order to analyze the key principles of oxyanion reactivities. In this work, extended studies on base-promoted glycosylation are presented by using benzyl protective groups in view of preparative applications. Emphases are placed on the influence of the acceptor anomeric configuration and donor reactivities.
%K glycosylation
%K oxyanion
%K reactivity
%K regioselectivity
%U http://dx.doi.org/10.3762/bjoc.8.46