Electric Literature of 74808-09-6. Chemistry is an experimental science, and the best way to enjoy it and learn about it is performing experiments.Introducing a new discovery about 74808-09-6, Name is (2R,3R,4S,5R,6R)-3,4,5-Tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl 2,2,2-trichloroacetimidate
Glycosyl Fluorides as Intermediates in BF3¡¤OEt2-Promoted Glycosylation with Trichloroacetimidates
Glycosyl fluorides have been found to be important intermediates in glycosylations with trichloroacetimidate donors and BF3¡¤OEt2 activation (0.2?1 equiv.). Low-temperature NMR spectroscopy experiments revealed that the alpha-trichloroacetimidate was transformed into the glycosyl fluoride with inversion of stereochemistry, whereas the beta anomer was not. A concerted mechanism was suggested for the stereospecific formation of glycosyl fluorides, which is not accounted for in the classic mechanism.
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Reference£º
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics