Angewandte Chemie International Edition,
Journal Year:
2024,
Volume and Issue:
63(27)
Published: April 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.
Journal of the American Chemical Society,
Journal Year:
2024,
Volume and Issue:
146(40), P. 27809 - 27818
Published: Sept. 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)
Angewandte Chemie International Edition,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Aug. 21, 2024
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(1H,3H)-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
pyridine-2,6(1H,3H)-diones.
synthetic
applications
also
demonstrated
reaction's
potential.
Chemical Communications,
Journal Year:
2023,
Volume and Issue:
60(5), P. 582 - 585
Published: Dec. 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-(
ChemCatChem,
Journal Year:
2024,
Volume and Issue:
16(12)
Published: April 18, 2024
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,
Journal Year:
2024,
Volume and Issue:
136(39)
Published: July 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,
Journal Year:
2024,
Volume and Issue:
136(36)
Published: June 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.
Angewandte Chemie,
Journal Year:
2024,
Volume and Issue:
136(27)
Published: April 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,
Journal Year:
2024,
Volume and Issue:
63(27)
Published: April 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.
