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A synthetic study on the creation of a bivalent, ROMP capable monomer has the ability to be polymerized into the corresponding neo-glycopolymer mimetic of the surface glycans on gp120 envelope spike of the HIV virus. In our approach, we have developed a new strategy for orthogonally attaching both the terminal Manα1-2Man disaccharide unit of the D1 arm of Man9GlcNAc2 of HIV gp120 and the terminal Manα1-2 unit of its D2 arm to a bivalent scaffold to produce the corresponding polymerizable monomer. The Manα1-2 saccharide moieties were assembled using a nickel catalyst, Ni(4-F-PhCN)(OTf), to activate trihaloacetimidate donors under mild and operationally simple procedure.
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| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC4442089 | PMC |
| http://dx.doi.org/10.1016/j.tetlet.2015.01.016 | DOI Listing |
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