2,2-Dichloro-1,3-benzodioxole as a Hydroxyl Protection Reagent for Carbohydrate Compounds
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Feb. 6, 2025
The
application
of
2,2-dichloro-1,3-benzodioxole
(DCBZ)
as
a
versatile
hydroxyl
protection
reagent
in
carbohydrate
chemistry
has
been
demonstrated.
DCBZ
exhibited
high
reactivity
with
diverse
vicinal
and
remote
dihydroxyl
groups
furanoses
pyranoses
to
form
benzodioxole
(BZDO)-protected
products.
BZDO
group
showed
remarkable
stability
under
basic,
redox,
glycosylation
conditions
can
be
efficiently
removed
acid
the
presence
diol,
highlighting
its
utility
orthogonal
synthesis
complex
glycans.
Language: Английский
Ph3PO-Modulated Kdo Glycosidation for Stereoselective Synthesis of β-Kdo-Containing Disaccharides
Miao He,
No information about this author
Ruihao Yu,
No information about this author
Jibin Zheng
No information about this author
et al.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Nov. 30, 2024
A
Ph3PO-modulated
β-selective
Kdo
glycosidation
approach
is
developed
for
the
stereoselective
synthesis
of
β-Kdo
glycosides.
With
readily
available
per-O-acetylated
ynenoate
as
donor,
glycosylation
with
a
series
alcohols
in
presence
Ph3PAuOTf
and
Ph3PO
toluene
at
low
temperatures
afforded
desired
glycosides
good
to
excellent
β-selectivities.
Furthermore,
was
effectively
applied
β-(2→4)-
β-(2→8)-linked
Kdo-Kdo
disaccharides
further
biological
studies.
Language: Английский