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B
is(pyr
id
in
ium)
iodon
ium(I) tetrafluoroborate (IPy
2BF
4), a sol
id and stab
le reagent, can be used to transform
n-pentenyl orthoesters (NPOEs)and
n-pentenyl glycos
ides (NPGs)
into glycosyl fluor
ides. The latter pa
ir const
itutes a new set of sem
iorthogonal glycosyl donors that can beused
in glycosylat
ion strateg
ies, alone or
in comb
inat
ion w
ith NPOEs.