Molecules,
Journal Year:
2023,
Volume and Issue:
28(21), P. 7420 - 7420
Published: Nov. 3, 2023
β-halogenated
enol
esters
and
ethers
are
versatile
building
blocks
in
organic
synthesis,
which
has
attracted
increasing
attention.
In
this
study,
we
report
the
facile
trans-oxyiodination
oxychlorination
of
alkynes,
leading
to
direct
construction
halogenated
ethers.
This
transformation
features
an
easy
operation,
optimal
atomic
economy,
a
strong
functional
group
tolerance,
broad
substrate
scope,
excellent
trans-selectivity.
Employing
highly
electrophilic
bifunctional
N-X
(halogen)
reagents
was
key
achieving
reaction
generality.
To
our
knowledge,
represents
first
oxyhalogenation
system
employing
as
both
oxylation
halogenation
sources.
ACS Catalysis,
Journal Year:
2025,
Volume and Issue:
unknown, P. 1147 - 1157
Published: Jan. 3, 2025
This
study
describes
a
photoredox/cobalt
dual-catalyzed
asymmetric
Grignard-type
addition
reaction,
enabling
the
synthesis
of
axially
chiral
hexatomic
(six–six)
N-heterobiaryls
bearing
extra
secondary
alcohol
unit
via
an
efficient
dynamic
kinetic
transformation
racemic
N-heterobiaryl
triflate
substrates.
The
conversion
facilitated
both
photoredox
and
classical
reductive
reaction
conditions
exhibits
good
functional
group
tolerance,
broad
substrate
scope,
satisfactory
stereoselectivity.
Furthermore,
control
experiments
density
theory
calculations
provide
preliminary
mechanistic
insights.
Chemical Science,
Journal Year:
2024,
Volume and Issue:
15(12), P. 4564 - 4570
Published: Jan. 1, 2024
We
present
NHC-catalyzed
atroposelective
esterification
of
prochiral
dialdehydes,
delivering
enantioenriched
axially
chiral
diaryl
ethers.
Matched
kinetic
resolutions
amplify
the
enantioselectivity
by
removing
minor
enantiomers
via
over-functionalization.
Chemical Society Reviews,
Journal Year:
2024,
Volume and Issue:
53(22), P. 11165 - 11206
Published: Jan. 1, 2024
This
review
explores
the
fascinating
world
of
molecules
featuring
multiple
stereogenic
elements,
unraveling
different
strategies
designed
over
years
for
their
enantioselective
synthesis.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(6), P. 4067 - 4073
Published: Feb. 23, 2024
We
describe
herein
an
N-heterocyclic-carbene-catalyzed
atroposelective
synthesis
of
axially
chiral
diaryl
ethers.
Through
a
sequentially
enantioselective
desymmetric
process
and
kinetic
resolution
process,
the
products
could
be
constructed
in
good
yields
with
excellent
enantiopurities.
Both
alcohols
phenols
were
compatible
this
catalytic
system.
The
carboxylic
acids
derived
from
esters
proven
to
potential
ligands
for
asymmetric
synthesis,
example,
Rh(III)-catalyzed
C–H
functionalization.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(18), P. 3867 - 3871
Published: May 1, 2024
Herein,
a
highly
regio-,
enantio-,
and
diastereoselective
nickel-catalyzed
desymmetric
hydrocyanation
of
biaryl
dienes
for
the
simultaneous
construction
axial
central
chiralities
is
presented,
which
offers
convenient
approach
to
variety
tirenes
containing
union
an
axially
chiral
centrally
α-chiral
nitrile
under
mild
conditions
using
commercially
available
catalyst.
The
synthetic
utility
highlighted
by
development
novel
phosphine
ligand
biphenyl-based
diene
their
potential
applications
in
field
asymmetric
catalytic
reactions.
European Journal of Organic Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: March 7, 2025
Abstract
Axially
chiral
biaryls
are
an
important
class
of
structural
units
widely
used
in
natural
product
synthesis,
drug
design,
and
as
ligands
for
asymmetric
catalysis.
Although
significant
progress
has
been
made
the
synthesis
axially
biaryls,
some
them
still
limited
to
narrow
substrate
ranges,
low
efficiency,
moderate
stereocontrol.
Herein,
we
describe
a
highly
efficient
route
prepare
atropisomeric
with
triazole
alkyne
modules
through
desymmetrization
prochiral
dialkynyl
diaryls
utilizing
cyclobutyl‐bridge
box
conjunction
copper
salts.
The
process
mild
conditions,
good
functional‐group
tolerance,
can
obtain
wide
array
valuable
biaryl
derivatives
excellent
yields
enantioselectivities.
Journal of the American Chemical Society,
Journal Year:
2025,
Volume and Issue:
unknown
Published: April 5, 2025
Photoredox
catalysis
has
emerged
as
a
powerful
tool
for
forming
and
breaking
chemical
bonds,
further
taking
hold
with
its
integration
asymmetric
catalysis.
While
the
dual-catalytic
approach
led
to
successful
examples
of
control
stereogenic
centers,
axes
remained
underexplored.
In
this
study,
an
acylimine
intermediate
was
generated
through
photoredox
catalysis,
symmetric
substrate,
2-arylresorcinol,
desymmetrized
aid
chiral
phosphoric
acid
Using
approach,
center
axis
were
successfully
controlled
provide
natural-product-driven
compound.
The
origins
enantioselectivity
diastereoselectivity
investigated
density
functional
theory
study
four
possible
enantiodetermining
transition
states.
Consequently,
first
total
syntheses
ring-contracted
naphthylisoquinoline
alkaloid
ancistrobrevolines
A
B
accomplished
concisely.
This
provides
not
only
novel
methodology
strategy
synthesize
alkaloids
but
also
direction
advance
catalytic
research
synthesis
studies.
Molecules,
Journal Year:
2024,
Volume and Issue:
29(4), P. 790 - 790
Published: Feb. 8, 2024
Monofluoromethyl
(CH2F)
motifs
exhibit
unique
bioactivities
and
are
considered
privileged
units
in
drug
discovery.
The
radical
monofluoromethylative
difunctionalization
of
alkenes
stands
out
as
an
appealing
approach
to
access
CH2F-containing
compounds.
However,
this
strategy
remains
largely
underdeveloped,
particularly
under
metal-free
conditions.
In
study,
we
report
on
visible
light-mediated
three-component
monofluoromethylation/acylation
styrene
derivatives
employing
NHC
organic
photocatalyst
dual
catalysis.
A
diverse
array
α-aryl-β-monofluoromethyl
ketones
was
successfully
synthesized
with
excellent
functional
group
tolerance
selectivity.
mild
CH2F
generation
from
NaSO2CFH2
holds
potential
for
further
applications
fluoroalkyl
chemistry.
Journal of the American Chemical Society,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Sept. 12, 2024
Enantioenriched
unnatural
amino
acids
represent
a
prevalent
motif
in
organic
chemistry,
with
profound
applications
biochemistry,
medicinal
and
materials
science.
Herein,
we
report
cobalt-catalyzed
aza-Barbier
reaction
of
dehydroglycines
unactivated
alkyl
halides
to
afford
α-amino
esters
high
enantioselectivity.
This
catalytic
reductive
alkylative
addition
protocol
circumvents
the
use
moisture-,
air-sensitive
organometallic
reagents,
stoichiometric
chiral
auxiliaries,
enabling
conversion
variety
primary,
secondary,
even
tertiary
α-alkyl-amino
under
mild
conditions,
thus
leading
broad
functional
group
tolerance.
The
expedient
access
biologically
active
motifs
demonstrates
practicality
this
by
reducing
number
synthetic
steps
enhancing
efficiency.
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: March 15, 2025
In
this
context,
we
report
a
nickel-catalyzed
dynamic
kinetic
asymmetric
reductive
arylation
of
aldehydes
with
racemic
heterobiaryl
triflates,
offering
series
axially
chiral
heterobiaryls
bearing
centrally
secondary
alcohol
moiety
in
highly
diastereo-
and
enantioselective
manner.
The
simultaneous
control
both
axial
central
stereogenic
elements
the
products
lies
stereoselective
nucleophilic
addition
configurationally
labile
hetereobiaryl
nickel
complex
to
formyl
group
aldehydes.
