Angewandte Chemie,
Journal Year:
2023,
Volume and Issue:
135(50)
Published: Nov. 8, 2023
Abstract
A
new
approach
to
the
enantiocontrolled
synthesis
of
α‐amino
ketone
derivatives
is
disclosed
by
employing
a
decarboxylative
acylation
strategy.
Thus,
when
an
acyl
chloride
and
α‐amido‐containing
redox‐active
ester
are
exposed
nickel
catalyst,
chiral
ligand,
metal
reductant,
α‐amido
ketones
produced
in
good
yield
high
ee.
The
reaction
exhibits
broad
substrate
scope,
can
be
easily
scaled
up,
applied
dramatically
simplify
several
known
structures.
Journal of the American Chemical Society,
Journal Year:
2024,
Volume and Issue:
146(12), P. 7971 - 7978
Published: March 14, 2024
We
describe
a
nickel-catalyzed
carbonylative
cross-coupling
of
unactivated
secondary
alkyl
electrophiles
with
the
organozinc
reagent
at
atmospheric
CO
gas,
thus
allowing
expedient
construction
unsymmetric
dialkyl
ketones
broad
functional
group
tolerance.
The
leverage
newly
developed
ACS Catalysis,
Journal Year:
2023,
Volume and Issue:
13(6), P. 3841 - 3846
Published: March 3, 2023
Catalytic
asymmetric
hydrofunctionalization
of
alkenes
is
a
well-established
method
with
which
to
construct
complex
C(sp3)-enriched
molecules
central
chirality.
In
contrast,
the
use
catalytic
abundant
alkyne
substrates
produce
valuable
multisubstituted
axial
chirality
remains
largely
unexplored.
Here,
we
report
general
procedure
this
type
catalyzed
by
Ni(II)
salts
and
employing
structurally
simple
chiral
PyrOx
ligand.
A
wide
variety
diverse
atropisomeric
styrenes
have
been
obtained
from
hydroarylation
alkynes
high
efficiency,
complete
Z-selectivity,
excellent
enantioselectivity.
Chinese Journal of Chemistry,
Journal Year:
2023,
Volume and Issue:
42(2), P. 177 - 189
Published: Sept. 4, 2023
Comprehensive
Summary
Carbonyl
compounds
have
attracted
considerable
attention
due
to
their
extensive
applications
in
drug
discovery.
Furthermore,
they
are
important
synthetic
intermediates
for
the
construction
of
carbon‐carbon
and
carbon‐heteroatom
bonds.
Transition‐metal‐catalyzed
carbonylation
via
insertion
CO
is
one
most
efficient
straightforward
strategies
access
carbonyl
compounds.
However,
transition‐metal‐catalyzed
carbonylative
reactions
require
expensive
toxic
noble‐metal
catalysts.
Therefore,
there
a
growing
demand
exploration
nickel‐catalyzed
earth
abundance
low
cost
nickel.
Compared
with
well‐established
palladium‐catalyzed
reactions,
analogous
transformations
been
relatively
underdeveloped.
This
primarily
because
strongly
binds
nickel,
often
resulting
catalyst
poisoning.
In
recent
years,
some
research
groups
focused
on
using
surrogates
or
NN
2
pincer
nickel
circumvent
formation
Ni(CO)
4
.
Nickel‐catalyzed
has
applied
carbonyl‐containing
compounds,
such
as
ketones,
carboxylic
acids,
thioesters,
acyl
chloride
carboxamides.
Organic Chemistry Frontiers,
Journal Year:
2024,
Volume and Issue:
11(15), P. 4290 - 4317
Published: Jan. 1, 2024
Nickel-catalyzed
hydrofunctionalization
of
π-substrates
is
a
possibly
effective
method
to
synthesize
several
value-added
molecular
architectures.
This
review
covers
the
NiH
catalyzed
reactions
alkenes,
alkynes
and
allenes.
Angewandte Chemie International Edition,
Journal Year:
2023,
Volume and Issue:
62(50)
Published: Nov. 8, 2023
A
new
approach
to
the
enantiocontrolled
synthesis
of
α-amino
ketone
derivatives
is
disclosed
by
employing
a
decarboxylative
acylation
strategy.
Thus,
when
an
acyl
chloride
and
α-amido-containing
redox-active
ester
are
exposed
nickel
catalyst,
chiral
ligand,
metal
reductant,
α-amido
ketones
produced
in
good
yield
high
ee.
The
reaction
exhibits
broad
substrate
scope,
can
be
easily
scaled
up,
applied
dramatically
simplify
several
known
structures.
Chinese Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
43(3), P. 1023 - 1023
Published: Jan. 1, 2023
Chiral
α-carbonyl
compounds
are
important
structural
units
in
natural
products
and
pharmaceuticals
versatile
synthetic
building
blocks
organic
synthesis.Transition
metal-catalyzed
asymmetric
acylation
reaction
is
one
of
the
most
straightforward
methods
for
preparing
these
compounds.In
particular,
significant
progress
has
been
made
area
nickel-catalyzed
reaction,
due
to
unique
properties
nickel
catalysts.The
latest
including
alkyl-acyl
cross-coupling
hydroacylation
alkene
acyl-functionalization
alkene,
summarized.
Nature Communications,
Journal Year:
2025,
Volume and Issue:
16(1)
Published: May 5, 2025
Enantioenriched
α-arylated
dialkyl
ketones
with
acidic
proton
are
ubiquitous
subunits
in
valuable
target
organic
molecules
and
serve
as
versatile
synthetic
precursors
for
other
value-added
chiral
blocks.
Herein,
a
distinct
strategy
of
enantioenriched
enabled
by
nickel-catalyzed
iterative
cross-hydrocarbonylation
two
alkenes
has
been
developed,
representing
reaction
mode
the
direct
synthesis
asymmetric
ketones.
One
aliphatic
alkene
one
styrene
creatively
used
surrogates
different
alkyl
precursors.
Two
sewed
together
"carbonyl
glue"
exclusive
sorting.
This
straightforward
gas-free
protocol
transforms
diverse
array
unactivated
into
highly
high
levels
enantioselectivity,
allowing
construction
unsymmetric
from
only
alkenes.
process
is
also
applicable
to
late-stage
functionalization
complex
molecules.
Chinese Journal of Chemistry,
Journal Year:
2023,
Volume and Issue:
42(6), P. 599 - 604
Published: Nov. 2, 2023
Comprehensive
Summary
Transition
metal‐catalyzed
carbometallation
of
unsaturated
hydrocarbons
constitutes
one
the
most
efficient
synthetic
methodologies
for
construction
C—C
bond.
Recently,
incorporation
organometallic
reagent
with
CO
gas
as
a
nucleophilic
acyl
synthon
could
enable
acylmetallation
reaction,
which
greatly
increases
horizon
chemistry.
Herein,
we
report
nickel‐catalyzed
regiodivergent
acylzincation
o
‐cyano
cinnamate
ester
and
styrene,
in
cyano
moiety
intramolecularly
captures
zinc
intermediates
to
trigger
tandem
cyclization
process.
This
protocol
features
mild
conditions,
broad
substrate
scope
excellent
functional
group
tolerance,
thus
affording
diverse
array
highly
functionalized
carbocyclic
compounds.
