AI Article Synopsis
- The text discusses a method for N-transacylating peracetylated chitooligosaccharides (COSs), derived from chitin, into per-N-trifluoroacetyl derivatives.
- This process utilizes reactively efficient trifluoromethyl oxazoline dimer donors for selective glycosylation reactions.
- The approach is applied in creating important compounds like symbiotic glycolipids that benefit plants, and TMG-chitotriomycin, which serves as an effective inhibitor against various pathogens.
Article Abstract
The direct and chemoselective N-transacylation of peracetylated chitooligosaccharides (COSs), readily obtained from chitin, to give per-N-trifluoroacetyl derivatives offers an attractive route to size-defined COSs and derived glycoconjugates. It involves the use of various acceptor building blocks and trifluoromethyl oxazoline dimer donors prepared with efficiency and highly reactive in 1,2-trans glycosylation reactions. This method was applied to the preparation of the important symbiotic glycolipids which are highly active on plants and to the TMG-chitotriomycin, a potent and specific inhibitor of insect, fungal, and bacterial N-acetylglucosaminidases.
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| http://dx.doi.org/10.1002/anie.201406802 | DOI Listing |
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