Angewandte Chemie,
Год журнала:
2025,
Номер
unknown
Опубликована: Март 7, 2025
Abstract
Enantioenriched
α‐aminoketones
serve
as
important
substructures
in
life
science
and
precursors
for
the
synthesis
of
diverse
value‐added
targets
organic
biochemistry.
However,
direct
access
to
enantioenriched
from
simple
readily
available
starting
materials
remains
a
formidable
challenge.
Herein,
we
report
an
unprecedented
nickel‐catalyzed
asymmetric
cross‐coupling
protocol
α‐
N
‐heteroaryl
ketones
alkenes
enamines
presence
carbon
monoxide
surrogate.
The
success
this
reaction
relies
on
sorting
two
different
along
with
control
regio‐
enantioselectivity.
This
reductive‐oxidative
carbonylation
unactivated
featuring
use
surrogate
allows
gas‐free
streamlined
assembly
distinct
alkenes.
Journal of the American Chemical Society,
Год журнала:
2023,
Номер
unknown
Опубликована: Окт. 31, 2023
Hydroamination
facilitated
by
metal
hydride
catalysis
is
an
appealing
synthetic
approach
to
access
valuable
nitrogen-containing
compounds
from
readily
available
unsaturated
hydrocarbons.
While
high
regioselectivity
can
be
achieved
usually
for
substrates
bearing
polar
chelation
groups,
the
reaction
involving
simple
alkenes
frequently
provides
nonselective
outcomes.
Herein,
we
report
iridium-catalyzed
highly
regioselective
terminal
C(sp3)-H
amidation
of
internal
utilizing
dioxazolones
as
amino
source
via
olefin
chain
walking.
Most
notably,
this
mechanistic
motif
double
bond
migration
position
operates
not
only
with
dialkyl-substituted
including
styrenes
but
also
heteroatom-substituted
olefins
such
enol
ethers,
vinyl
silanes,
and
borons,
thus
representing
first
example
methyl
latter
type
through
a
nondissociative
walking
process.
Angewandte Chemie International Edition,
Год журнала:
2023,
Номер
62(36)
Опубликована: Июль 20, 2023
Enantioenriched
multi-substituted
cycloalkanes
constitute
an
essential
class
of
compounds
in
pharmaceuticals,
natural
products
and
agrochemicals.
Here
we
report
NiH-catalyzed
asymmetric
migratory
hydroalkylation
process
for
the
efficient
selective
construction
such
compounds.
Through
a
dynamic
kinetic
transformation
(DYKAT),
easily
accessible
racemic
isomeric
mixtures
cycloalkenes
could
be
directly
utilized
as
starting
materials,
convergently
producing
thermo-dynamically
disfavored
chiral
1,2-cis
disubstituted
bearing
vicinal
stereocenters
with
high
levels
regio-,
diastereo-
enantioselectivity.
In
addition,
prochiral
cyclic
alkenes
can
also
employed,
deliver
through
desymmetrization
process.
Angewandte Chemie International Edition,
Год журнала:
2025,
Номер
unknown
Опубликована: Март 7, 2025
Enantioenriched
α-aminoketones
serve
as
important
substructures
in
life
science
and
precursors
for
the
synthesis
of
diverse
value-added
targets
organic
biochemistry.
However,
direct
access
to
enantioenriched
from
simple
readily
available
starting
materials
remains
a
formidable
challenge.
Herein,
we
report
an
unprecedented
nickel-catalyzed
asymmetric
cross-coupling
protocol
α-N-heteroaryl
ketones
alkenes
enamines
presence
carbon
monoxide
surrogate.
The
success
this
reaction
relies
on
sorting
two
different
along
with
control
regio-
enantioselectivity.
This
reductive-oxidative
carbonylation
unactivated
featuring
use
surrogate
allows
gas-free
streamlined
assembly
distinct
alkenes.
Angewandte Chemie,
Год журнала:
2025,
Номер
unknown
Опубликована: Март 7, 2025
Abstract
Enantioenriched
α‐aminoketones
serve
as
important
substructures
in
life
science
and
precursors
for
the
synthesis
of
diverse
value‐added
targets
organic
biochemistry.
However,
direct
access
to
enantioenriched
from
simple
readily
available
starting
materials
remains
a
formidable
challenge.
Herein,
we
report
an
unprecedented
nickel‐catalyzed
asymmetric
cross‐coupling
protocol
α‐
N
‐heteroaryl
ketones
alkenes
enamines
presence
carbon
monoxide
surrogate.
The
success
this
reaction
relies
on
sorting
two
different
along
with
control
regio‐
enantioselectivity.
This
reductive‐oxidative
carbonylation
unactivated
featuring
use
surrogate
allows
gas‐free
streamlined
assembly
distinct
alkenes.
