An
unprecedented
catalytic
kinetic
resolution
of
2-substituted
3-nitro-2H-chromenes
via
Rh-catalyzed
asymmetric
hydrogenation
has
been
developed
to
simultaneously
produce
a
variety
syn-chiral
3-nitro-2H-chromanes
containing
vicinal
stereogenic
centers
with
excellent
diastero-
and
enantioselectivities
[diastereomeric
ratio
(dr)
>99:1
up
99.9%
enantiomeric
excess
(ee)]
recovered
chiral
90–99.9%
ee
in
high
yields,
respectively,
achieving
selectivity
factors
1057.
Moreover,
addition
3-nitro-2H-chromanes,
this
new
approach
provides
concise,
atom-economical,
straightforward
access
anti-chiral
mammalian
target
rapamycin
(mTOR)
inhibitor,
(R)-DHM25.
Organic Letters,
Год журнала:
2024,
Номер
26(4), С. 917 - 921
Опубликована: Янв. 18, 2024
A
chiral
carbene-catalyzed
chemo-
and
enantioselective
reaction
with
racemic
biaryl
aldehydes
α-bromoenals
is
developed
for
access
to
axially
2-arylbenzaldehydes
through
atroposelective
dynamic
kinetic
resolution
(DKR)
processes.
This
DKR
strategy
can
tolerate
a
broad
scope
of
substrates
diverse
functionalities.
The
2-aryl
benzaldehyde
products
generally
afford
moderate
good
yields
enantioselectivities.
molecules
afforded
from
the
current
approach
are
variable
simple
transformations
functional
excellent
optical
purities.
Organic Letters,
Год журнала:
2024,
Номер
26(8), С. 1584 - 1588
Опубликована: Фев. 20, 2024
We
have
developed
a
catalytic
method
using
chiral
N-heterocyclic
carbene
(NHC)
as
the
sole
organic
catalyst
to
synthesize
planar
carbonitriles
asymmetrically,
resulting
in
optically
pure,
multifunctional
compounds.
The
demonstrates
remarkable
tolerance
toward
diverse
substituents
and
substitution
patterns
through
kinetic
resolution
(KR)
or
desymmetrization
processes.
pure
products
hold
significant
potential
for
applications
asymmetric
synthesis
antibacterial
pesticide
development.
Organic Letters,
Год журнала:
2024,
Номер
26(9), С. 1787 - 1791
Опубликована: Фев. 23, 2024
The
first
carbene-catalyzed
regio-
and
enantioselective
indole
C7-alkylation
reaction
between
4-aminoindoles
α-bromoenals
is
disclosed.
corresponding
products
could
be
obtained
in
moderate
to
good
yields
with
excellent
enantioselectivities.
evaluation
of
antibacterial
activity
against
Psa
revealed
that
nine
the
C7-functionalized
indoles
exhibited
superior
inhibitory
activities
compared
positive
controls
TC
BT.
Our
approach
provides
an
efficient
strategy
introduce
a
chiral
chain
into
C7
position
compounds,
potential
applications
evaluated
pesticide
development.
Chemistry - An Asian Journal,
Год журнала:
2024,
Номер
19(9)
Опубликована: Март 7, 2024
N-Heterocyclic
carbenes
(NHCs)
catalysts
have
been
employed
as
effective
tools
in
the
development
of
various
reactions,
which
made
notable
contributions
developing
diverse
reaction
modes
and
generating
significant
functionalized
molecules.
This
review
provides
an
overview
recent
advancements
chemo-
regioselective
activation
different
aldehydes
using
NHCs,
categorized
into
five
parts
based
on
modes.
A
brief
conclusion
outlook
is
provided
to
stimulate
novel
for
accessing
functional
Journal of Agricultural and Food Chemistry,
Год журнала:
2024,
Номер
72(13), С. 6979 - 6987
Опубликована: Март 23, 2024
Potato
virus
Y
(PVY)
is
an
important
plant
that
has
spread
worldwide,
causing
significant
economic
losses.
To
search
for
novel
structures
as
potent
antiviral
agents,
a
series
of
chiral
indole
derivatives
containing
oxazoline
moieties
were
designed
and
synthesized
their
anti-PVY
activities
evaluated.
Biological
activity
tests
demonstrated
many
compounds
exhibited
promising
absolute
configurations
obvious
distinctions
in
bioactivities.
Notably,
compound
(S)-4v
displayed
excellent
curative
protective
efficacy
against
PVY,
with
EC50
values
328.6
256.1
μg/mL,
respectively,
which
superior
to
those
commercial
virucide
ningnanmycin
(NNM,
437.4
397.4
respectively).
The
preliminary
mechanism
was
investigated
determine
the
difference
between
two
enantiomers
4v
compounds.
Molecular
docking
indicated
stronger
binding
affinity
coating
proteins
PVY
(PVY-CP)
(−6.5
kcal/mol)
compared
(R)-4v
(−6.2
kcal/mol).
Additionally,
can
increase
chlorophyll
content
defense-related
enzyme
more
effectively
than
its
enantiomer.
Therefore,
this
study
provides
basis
development
agricultural
chemicals.
Journal of Agricultural and Food Chemistry,
Год журнала:
2024,
Номер
72(31), С. 17153 - 17165
Опубликована: Июль 25, 2024
The
different
configurations
of
chiral
pesticides
generally
have
significant
influence
on
their
biological
activities.
Chiral
agrochemicals
with
high
optical
purities
become
a
prominent
topic
in
the
research
field
new
due
to
advantages
including
lower
toxicity,
higher
efficiency,
and
reduced
residue
levels.
However,
most
commercially
available
that
possess
elements
are
still
used
racemic
forms.
To
date,
asymmetric
catalysis
has
emerged
as
versatile
tool
for
enantioselective
synthesis
various
novel
pesticide
active
molecules.
This
perspective
provides
comprehensive
overview
applications
diverse
catalytic
approaches
facile
preparation
numerous
molecules,
our
own
outlook
future
development
this
highly
direction
is
also
presented
at
end
review.
