Organic Letters,
Journal Year:
2019,
Volume and Issue:
21(18), P. 7415 - 7419
Published: Sept. 5, 2019
A
remote
stereocontrolled
1,8-conjugate
addition
of
thiazolones
to
propargylic
aza-p-quinone
methides
formed
from
alcohols
has
been
developed
with
the
aid
a
chiral
phosphoric
acid,
and
this
represents
first
report
on
organocatalytic
1,8-addition
methides.
Notably,
activation
protocol
enables
construction
vicinal
sulfur-containing
quaternary
carbon
stereocenters
axially
tetrasubstituted
allenes
promotes
chemistry
acids.
Journal of the American Chemical Society,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Jan. 12, 2025
Covalent
modification
of
cell
membranes
has
shown
promise
for
tumor
imaging
and
therapy.
However,
existing
membrane
labeling
techniques
face
challenges
such
as
slow
kinetics
poor
selectivity
cancer
cells,
leading
to
off-target
effects
suboptimal
in
vivo
efficacy.
Here,
we
present
an
enzyme-triggered
self-immobilization
strategy,
termed
E-SIM,
which
enables
rapid
selective
with
bioorthogonal
trans-cycloctene
(TCO)
handles
vivo.
E-SIM
utilizes
P-TCO,
alkaline
phosphatase
(ALP)
responsive
quinone
methide
(QM)
precursor
a
TCO
group,
facilitating
the
conjugation
high-density
onto
via
proximity
labeling.
These
groups
then
react
efficiently
tetrazine
(Tz)-bearing
reporters
fast
reaction,
resulting
significant
enrichment
various
sizes
modalities
on
membranes.
We
demonstrate
efficacy
reaction
pretargeted
multimodality
tumors
Notably,
achieve
efficient
installation
Tz-modified
Renilla
luciferase
cells
vivo,
thereby
offering
highly
sensitive
bioluminescence
signals
detecting
guiding
surgical
removal
small
human
HepG2
liver
peritoneal
metastases.
represents
robust
tool
precise
complex
environments,
feasible
multimodal
applications.
RSC Advances,
Journal Year:
2025,
Volume and Issue:
15(6), P. 4496 - 4525
Published: Jan. 1, 2025
This
review
covers
recent
advancements
in
Diels–Alder
reaction
chemistry
for
total
synthesis
of
Natural
Products
(2020–2023)
and,
where
relevant,
discusses
key
structural
features
and
biological
activity
bioactive
natural
products.
Organic Letters,
Journal Year:
2019,
Volume and Issue:
21(2), P. 465 - 468
Published: Jan. 8, 2019
A
novel
Lewis
base-catalyzed
[4
+
3]
annulation
process
for
the
construction
of
benzo[b]oxepine
scaffolds
has
been
developed.
1,4-Diazabicyclo[2.2.2]octane
(DABCO)
promotes
union
o-QMs
and
Morita–Baylis–Hillman
carbonates
in
reasonable
to
excellent
yields
good
stereoselectivities
(dr
>
20:1).
This
straightforward,
catalytic
approach
offers
access
a
variety
synthetically
useful
derivatives
bearing
oxindole
containing
all-carbon
spiro-quaternary
stereocenters.
Organic Letters,
Journal Year:
2019,
Volume and Issue:
21(18), P. 7415 - 7419
Published: Sept. 5, 2019
A
remote
stereocontrolled
1,8-conjugate
addition
of
thiazolones
to
propargylic
aza-p-quinone
methides
formed
from
alcohols
has
been
developed
with
the
aid
a
chiral
phosphoric
acid,
and
this
represents
first
report
on
organocatalytic
1,8-addition
methides.
Notably,
activation
protocol
enables
construction
vicinal
sulfur-containing
quaternary
carbon
stereocenters
axially
tetrasubstituted
allenes
promotes
chemistry
acids.
