Palladium-Catalyzed Stereospecific Glycosylation Enables Divergent Synthesis of N–O-Linked Glycosides
Organic Letters,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 9, 2025
We
present
a
versatile
palladium-catalyzed
glycosylation
platform
that
enables
facile
access
to
structurally
diverse
N-O-linked
glycosides
with
constantly
excellent
regio-
and
stereoselectivities.
Importantly,
this
approach
offers
broad
substrate
scope,
low
catalyst
loadings,
outstanding
chemoselectivity,
allowing
for
the
selective
reaction
of
oximes/hydroximic
acids
over
hydroxyl
groups
would
otherwise
pose
challenges
in
conventional
methods.
The
synthetic
utility
method
is
further
exemplified
through
range
transformations
late-stage
modification
bioactive
molecules.
Overall,
our
provides
an
efficient
toolkit
synthesis
glycosides,
which
will
facilitate
their
subsequent
biological
evaluations.
Язык: Английский
Palladium-Catalyzed Decarboxylative Allylic Sulfonylation of Vinyloxazolidine-2,4-diones: Synthesis of γ-Sulfonyl-α,β-unsaturated Amides
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Фев. 10, 2025
A
palladium-catalyzed
decarboxylative
allylic
sulfonylation
reaction
of
vinyloxazolidine-2,4-diones
with
inexpensive
and
readily
available
sodium
sulfinates
as
reagents
has
been
developed.
Under
the
catalysis
Pd(PPh3)4,
a
wide
range
γ-sulfonyl-α,β-unsaturated
amides
can
be
synthesized
in
good
to
excellent
yields.
The
developed
protocol
is
characterized
by
exclusive
regioselectivity,
mild
conditions,
broad
substrate
scope,
functional
group
tolerance,
suitable
for
gram-scale
synthesis.
Язык: Английский
Bioinspired total synthesis of miharamycin B and amipurimycin
Cell Reports Physical Science,
Год журнала:
2025,
Номер
unknown, С. 102457 - 102457
Опубликована: Фев. 1, 2025
Язык: Английский
Synthesis of N-Heteroaryl C-Glycosides and Polyhydroxylated Alkanes with Diaryl Groups from Unprotected Sugars
ACS Omega,
Год журнала:
2024,
Номер
9(50), С. 49618 - 49624
Опубликована: Ноя. 27, 2024
HCl-catalyzed
Язык: Английский
Palladium-Catalyzed N-Allylic Alkylation of Pyrazoles and Unactivated Vinylcyclopropanes
Shao-Jie Cheng,
Xin-Li Zhang,
Zhongyue Yang
и другие.
Organic Letters,
Год журнала:
2024,
Номер
unknown
Опубликована: Дек. 20, 2024
An
efficient
palladium-catalyzed
N-allylic
alkylation
of
pyrazoles
and
unactivated
vinylcyclopropanes
is
demonstrated,
affording
various
N-alkyl
in
≤99%
yield.
This
protocol
displays
high
atom
economy,
a
broad
range
substrates,
excellent
regioselectivity
stereoselectivity.
Late-stage
modification
bioactive
molecules,
scaled-up
reaction,
divergent
derivatization
documented
the
practicability
this
methodology.
The
preliminary
mechanistic
investigation
hinted
that
Pd–H
species
promotes
ring
opening
cyclopropanes.
Язык: Английский