
Tetrahedron Asymmetry p. 2521 - 2528 (2003)
Update date:2022-08-03
Topics:
Orsini, Fulvia
Di Teodoro, Emanuela
Properly protected glyconolactones, readily available from the parent sugars, react under mild conditions with α-bromoacetates in the presence of a soluble Co(0) complex, either in stoichiometric or substoichiometric amounts, to give a Reformatsky-type addition product to the lactone. The addition product can be subsequently converted into a variety of compounds: dehydroxylation with triethylsilane in the presence of boron trifluoride affords C-glycosides.
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