Chinese Journal of Chemistry,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Oct. 16, 2024
Comprehensive
Summary
Traditional
protecting
groups
are
often
removed
under
harsh
conditions
with
potentially
hazardous
reagents,
thereby
impeding
the
convenient
synthesis
of
oligosaccharides
and
glycosides.
Herein,
we
present
to
utilize
photolabile
ortho
‐nitro‐benzyl
carbonate
(
o
NBC)
as
a
permanent
hydroxyl
group
for
stereocontrolled
The
Ph
3
PO‐modulated
glycosylation
strongly
disarmed
per‐
O
‐
NBC‐protected
glycosyl
ynenoates
preferred
afford
glycosides
excellent
α‐selectivities
via
β‐phosphonium
transition
state.
Based
on
NBC‐mediated
galactosylation,
glycolipid
digalactosyl
diacylglycerol
(DGDG)
containing
six
double
bonds
two
esters
was
achieved
in
straightforward
manner.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(20), P. 15062 - 15067
Published: Oct. 9, 2024
We
report
the
use
of
a
strongly
electrophilic
thiyl
radical
derived
from
commercially
available
pentafluorothiophenol
as
demonstration
highly
chemoselective
H
atom
abstraction
electron-rich
and
relatively
weak
benzylic
C–H
bonds
adjacent
to
O
N
atoms.
This
approach
enables
selective
oxidative
removal
benzyl
p-methoxybenzyl
groups
amines
ethers
under
ambient
aerobic
conditions.
Angewandte Chemie,
Journal Year:
2021,
Volume and Issue:
133(13), P. 7041 - 7045
Published: Feb. 5, 2021
Controlling
the
selectivity
of
a
chemical
reaction
with
external
stimuli
is
common
in
thermal
processes,
but
rare
visible-light
photocatalysis.
Here
we
show
that
redox
potential
carbon
nitride
photocatalyst
(CN-OA-m)
can
be
tuned
by
changing
irradiation
wavelength
to
generate
electron
holes
different
oxidation
potentials.
This
tuning
was
key
realizing
photo-chemo-enzymatic
cascades
give
either
(
Proceedings of the National Academy of Sciences,
Journal Year:
2022,
Volume and Issue:
119(32)
Published: Aug. 5, 2022
A
unified
synthetic
route
for
the
total
syntheses
of
eribulin
and
a
macrolactam
analog
halichondrin
B
is
described.
The
key
to
success
current
approach
includes
employment
our
reverse
construction
cyclic
ether
structural
motifs
modified
intramolecular
cyclization
reaction
between
alkyl
iodide
aldehyde
functionalities
establish
all-carbon
macrocyclic
framework
eribulin.
These
syntheses,
together
with
previous
work
on
norhalichondrin
B,
demonstrate
validate
powerful
in
motifs.
On
other
hand,
strategy
synthesis
related
provides
inspiration
opportunities
field
polycyclic
areas.
Chinese Journal of Chemistry,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Oct. 16, 2024
Comprehensive
Summary
Traditional
protecting
groups
are
often
removed
under
harsh
conditions
with
potentially
hazardous
reagents,
thereby
impeding
the
convenient
synthesis
of
oligosaccharides
and
glycosides.
Herein,
we
present
to
utilize
photolabile
ortho
‐nitro‐benzyl
carbonate
(
o
NBC)
as
a
permanent
hydroxyl
group
for
stereocontrolled
The
Ph
3
PO‐modulated
glycosylation
strongly
disarmed
per‐
O
‐
NBC‐protected
glycosyl
ynenoates
preferred
afford
glycosides
excellent
α‐selectivities
via
β‐phosphonium
transition
state.
Based
on
NBC‐mediated
galactosylation,
glycolipid
digalactosyl
diacylglycerol
(DGDG)
containing
six
double
bonds
two
esters
was
achieved
in
straightforward
manner.
