Angewandte Chemie,
Год журнала:
2024,
Номер
136(36)
Опубликована: Июнь 15, 2024
Abstract
Axially
chiral
biaryl
δ‐amino
acids
possess
significantly
different
conformational
properties
and
environment
from
centrally
amino
acids,
therefore,
have
drawn
considerable
attention
in
the
fields
of
synthetic
medicinal
chemistry.
Herein,
a
novel
phenanthroline‐potassium
catalyst
has
been
developed
by
constructing
well‐organized
axially
ligand
composed
one
1,10‐phenanthroline
unit
two
1,1′‐bi‐2‐naphthol
(BINOL)
units.
In
presence
this
catalyst,
good
to
excellent
yields
enantioselectivities
(up
99
%
yield,
98
:
2
er)
achieved
ring‐opening
alcoholytic
dynamic
kinetic
resolution
variety
lactams,
thereby
providing
an
efficient
protocol
for
catalytic
asymmetric
synthesis
unnatural
acid
derivatives.
Organic & Biomolecular Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 1, 2025
A
nickel-catalyzed
intramolecular
dynamic
kinetic
resolution
(DKR)
strategy
has
been
developed
for
the
enantioselective
synthesis
of
axially
chiral
heterobiaryls
from
racemic
azabiaryl
triflates.
Using
a
reductive
addition
mechanism,
this
method
controls
both
axial
and
central
chirality,
offering
broad
substrate
scope,
excellent
enantioselectivity,
atroposelectivity.
The
resulting
were
effectively
employed
as
organocatalysts
ligands
in
asymmetric
transformations,
highlighting
their
synthetic
utility.
Mechanistic
studies
indicate
synergy
between
nickel-mediated
stereochemical
inversion,
addressing
challenges
concurrent
control.
Organic & Biomolecular Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 1, 2025
The
catalytic
esterification
of
methoxyarenes
remains
challenging,
especially
for
C(sp3)-O
bond
functionalization.
Herein,
we
report
a
simple
and
efficient
method
using
nBu4NBr
as
catalyst
to
directly
convert
acyl
bromides
into
esters
under
solvent-free
conditions.
This
strategy
provides
approach,
achieving
yields
up
95%.
Journal of the American Chemical Society,
Год журнала:
2024,
Номер
146(40), С. 27809 - 27818
Опубликована: Сен. 26, 2024
Larock
isoquinoline
synthesis
is
one
of
the
most
efficient
and
straightforward
approaches
to
construction
3,4-disubstituted
isoquinolines.
However,
there
have
been
no
asymmetric
versions
for
axially
chiral
isoquinolines
since
their
initial
report
in
2001.
Herein,
we
documented
first
example
an
by
employing
Pd(OAc)
Chemical Communications,
Год журнала:
2023,
Номер
60(5), С. 582 - 585
Опубликована: Дек. 7, 2023
Quinoline
and
indole
are
important
core
structures
in
biologically
active
compounds
materials.
Atropisomeric
biaryls
consisting
of
quinoline
a
unique
class
axially
chiral
molecules.
We
report
herein
enantioselective
synthesis
3-(
Abstract
Phenol
derivatives
are
naturally
abundant
or
can
be
easily
fabricated
from
commercially
accessible
building
blocks.
In
recent
years,
with
the
aim
of
producing
functionally
important
chiral
compounds
in
enantioenriched
form,
there
has
been
initial
progress
development
metal‐catalyzed
cross‐coupling
reactions
that
involve
enantioselective
cleavage
aromatic
C−O
bonds.
This
concept
encompasses
a
review
significant
advancements
this
field,
as
well
associated
strategies.
Moreover,
challenges
and
potential
opportunities
area
also
underscored.
Angewandte Chemie,
Год журнала:
2024,
Номер
136(39)
Опубликована: Июль 3, 2024
Abstract
A
symmetric
anion
mediated
dynamic
kinetic
asymmetric
Knoevenagel
reaction
was
established
as
a
general
and
efficient
method
for
accessing
both
N−C
N−N
atropisomers.
The
resulting
highly
enantio‐pure
pyridine‐2,6(1
H
,3
)‐diones
exhibit
diverse
structures
functional
groups.
key
to
excellent
regio‐
remote
enantiocontrol
could
be
owed
the
hydrogen
bond
between
enolate
triflamide
block
of
organocatalyst.
This
connected
iminium
cation
by
chiral
backbone.
mechanism
investigation
via
control
experiments,
correlation
analysis,
density
theory
calculations
further
revealed
how
stereochemical
information
transferred
from
catalyst
into
axially
)‐diones.
synthetic
applications
also
demonstrated
reaction's
potential.
Angewandte Chemie,
Год журнала:
2024,
Номер
136(27)
Опубликована: Апрель 23, 2024
Abstract
There
is
a
pressing
need
for
methods
that
can
connect
enantioenriched
organic
compounds
with
readily
accessible
building
blocks
via
asymmetric
functionalization
of
unreactive
chemical
bonds
in
synthesis
and
medicinal
chemistry.
Herein,
the
chemoselective
cleavage
two
unactivated
C(Ar)−O
same
molecule
disclosed
first
time
through
an
unusual
nickel‐catalyzed
carbomagnesiation.
This
reaction
facilitates
evolution
novel
atroposelective
ring‐opening
difunctionalization.
Utilizing
available
dibenzo
bicyclic
substrates,
diverse
valuable
axially
chiral
biaryls
are
furnished
high
efficiencies.
Synthetic
elaborations
showcase
application
potential
this
method.
The
features
method
include
good
atom‐economy,
multiple
roles
nucleophile,
simple
catalytic
system
enables
precise
magnesiation
α‐C(Ar)−O
bond
arylation
β‐C(Ar)−O
bond.
Angewandte Chemie International Edition,
Год журнала:
2024,
Номер
63(27)
Опубликована: Апрель 23, 2024
There
is
a
pressing
need
for
methods
that
can
connect
enantioenriched
organic
compounds
with
readily
accessible
building
blocks
via
asymmetric
functionalization
of
unreactive
chemical
bonds
in
synthesis
and
medicinal
chemistry.
Herein,
the
chemoselective
cleavage
two
unactivated
C(Ar)-O
same
molecule
disclosed
first
time
through
an
unusual
nickel-catalyzed
carbomagnesiation.
This
reaction
facilitates
evolution
novel
atroposelective
ring-opening
difunctionalization.
Utilizing
available
dibenzo
bicyclic
substrates,
diverse
valuable
axially
chiral
biaryls
are
furnished
high
efficiencies.
Synthetic
elaborations
showcase
application
potential
this
method.
The
features
method
include
good
atom-economy,
multiple
roles
nucleophile,
simple
catalytic
system
enables
precise
magnesiation
α-C(Ar)-O
bond
arylation
β-C(Ar)-O
bond.
Angewandte Chemie,
Год журнала:
2024,
Номер
136(36)
Опубликована: Июнь 15, 2024
Abstract
Axially
chiral
biaryl
δ‐amino
acids
possess
significantly
different
conformational
properties
and
environment
from
centrally
amino
acids,
therefore,
have
drawn
considerable
attention
in
the
fields
of
synthetic
medicinal
chemistry.
Herein,
a
novel
phenanthroline‐potassium
catalyst
has
been
developed
by
constructing
well‐organized
axially
ligand
composed
one
1,10‐phenanthroline
unit
two
1,1′‐bi‐2‐naphthol
(BINOL)
units.
In
presence
this
catalyst,
good
to
excellent
yields
enantioselectivities
(up
99
%
yield,
98
:
2
er)
achieved
ring‐opening
alcoholytic
dynamic
kinetic
resolution
variety
lactams,
thereby
providing
an
efficient
protocol
for
catalytic
asymmetric
synthesis
unnatural
acid
derivatives.
