Dalton Transactions,
Год журнала:
2024,
Номер
53(24), С. 10208 - 10219
Опубликована: Янв. 1, 2024
The
cyclonickelated
dimers
react
with
hydroxylamines
and
TEMPO˙
to
give
the
corresponding
κO-TEMPOH
adducts.
Treatment
of
latter
MeCN,
morpholine,
or
imidazole
displaces
TEMPOH
moiety,
whereas
AgOC(O)CF
3
Br.
Chinese Journal of Chemistry,
Год журнала:
2023,
Номер
42(7), С. 760 - 776
Опубликована: Ноя. 21, 2023
Comprehensive
Summary
α
‐Olefins
as
aliphatic
terminal
alkenes
could
be
obtained
easily
from
numerous
contemporary
synthetic
reactions
well
petrochemical
industry,
and
also
found
in
natural
products.
Compared
to
the
attaching
directing
groups
or
activating
group,
catalytic
asymmetric
reaction
of
unactivated
presents
great
challenges
due
weak
electron
effect
small
steric
hindrance
effect.
This
review
mainly
summarizes
latest
progress
olefins
since
2016.
Key
Scientists
image
Nature Communications,
Год журнала:
2023,
Номер
14(1)
Опубликована: Ноя. 23, 2023
Organosilicon
compounds
have
shown
tremendous
potential
in
drug
discovery
and
their
synthesis
stimulates
wide
interest.
Multicomponent
cross-coupling
of
alkenes
with
silicon
reagents
is
used
to
yield
complex
silicon-containing
from
readily
accessible
feedstock
chemicals
but
the
reaction
simple
remains
challenging.
Here,
we
report
a
regioselective
silylalkylation
alkenes,
which
enabled
by
using
stable
Ni(II)
salt
an
inexpensive
trans-1,2-diaminocyclohexane
ligand
as
catalyst.
Remarkably,
this
can
tolerate
broad
range
olefins
bearing
various
functional
groups,
including
alcohol,
ester,
amides
ethers,
thus
it
allows
for
efficient
selective
assembly
diverse
bifunctional
organosilicon
building
blocks
terminal
alkyl
halides
Suginome
reagent.
Moreover,
expedient
synthetic
route
toward
alpha-Lipoic
acid
has
been
developed
methodology.
Journal of the American Chemical Society,
Год журнала:
2023,
Номер
145(50), С. 27254 - 27261
Опубликована: Дек. 11, 2023
Alkene
borylfunctionalization
reactions
have
emerged
as
useful
methods
for
chemical
synthesis.
While
much
progress
has
been
made
on
1,2-borylamination
reactions,
the
related
1,1-
and
1,3-borylaminations
not
reported.
Herein,
a
Ni-catalyzed
1,1-borylamination
of
1,1-disubstituted
monosubstituted
alkenes
1,3-borylamination
cyclic
are
presented.
Key
to
development
these
was
identification
an
alkyllithium
activator
in
combination
with
Mg
salts.
The
utility
products
mechanistic
details
discussed.
Organic Process Research & Development,
Год журнала:
2024,
Номер
28(4), С. 937 - 948
Опубликована: Март 21, 2024
Significant
emphasis
has
been
placed
on
the
development
of
nonprecious
metal
alternatives
to
precious-metal-catalyzed
reactions
due
lower
cost
and
greater
sustainability
they
can
achieve.
This
review
is
part
a
series
describing
advances
in
nonprecious-metal-catalyzed
transformations
published
between
March
June
2023
that
are
relevant
pharmaceutical
process
chemistry.
Heteroatomic
groups
in
alkenes
typically
direct
thermodynamically
favored
chain
walking
of
C═C
bonds
toward
themselves,
thereby
facilitating
C-H
bond
functionalization
near
the
heteroatoms.
We
present
herein
an
efficient
cobalt-catalyzed
contra-thermodynamic
remote
hydroboration
alkenylboronates
with
pinacolborane
to
synthesize
chiral
1,n-diboronates.
This
protocol
features
a
broad
substrate
scope,
high
functional
group
tolerance,
and
excellent
enantioselectivity.
Mechanistic
studies
indicate
involvement
chain-walking
process.
Gram-scale
reactions
various
product
derivatizations
further
highlight
its
practicality.
An
expedient
synthesis
of
α-aminoboronic
acid
derivatives
via
cobalt-catalyzed
remote
site-selective
hydroboration
unactivated
alkenes
is
described
herein.
The
strategy
characterized
by
its
simplicity,
site-selectivity,
and
wide
substrate
scope,
as
both
terminal
internal
could
undergo
the
reaction
smoothly,
affording
corresponding
products
in
good
yields.
According
to
mechanism,
Co-H
generated
from
Co(acac)2
presence
HBpin,
which
starts
chain-walking
a
series
alkene
insertion
β-H
elimination
process.
Herein,
we
report
a
nickel-catalyzed
1,1-carboboration
of
di-
and
trisubstituted
alkenyl
boronates
through
chain-walking
strategy.
This
reaction
effectively
addresses
the
polarity-mismatch
problem
via
ligand
control,
enabling
coupling
various
carbon-based
electrophiles
while
accommodating
broad
range
functional
groups.
The
approach
yields
diverse
tetrasubstituted
carbon
gem-diboronate
derivatives
with
exceptional
regioselectivity.
synthetic
utility
this
method
is
further
demonstrated
concise
synthesis
high-value
bioactive
molecules.
Bulletin of the Korean Chemical Society,
Год журнала:
2025,
Номер
46(4), С. 413 - 421
Опубликована: Апрель 1, 2025
Abstract
In
recent
years,
transition
metal‐catalyzed
reductive
alkylation
of
alkenes
has
gained
attention
due
to
its
ability
circumvent
the
use
unstable
organometallic
reagents
by
generating
reactive
intermediates
in
situ
from
stable
precursors
with
enhanced
reaction
safety
and
efficiency.
This
review
provides
an
overview
advancements
copper‐catalyzed
alkenes,
a
particular
focus
on
hydrosilanes
diborons
as
stoichiometric
reducing
agents.
Key
topics
include
mechanistic
insights,
strategies
for
controlling
regio‐
stereoselectivity
both
intra‐
intermolecular
reactions,
innovative
catalyst
designs
selective
product
synthesis.
Emerging
trends
such
radical‐mediated
transformations
contributions
alternative
first‐row
metals
including
nickel
iron
are
also
discussed.
ACS Catalysis,
Год журнала:
2023,
Номер
14(1), С. 418 - 425
Опубликована: Дек. 20, 2023
Miyaura
borylation
is
widely
recognized
as
one
of
the
most
reliable
methods
for
constructing
an
organoboron
compound.
Reported
herein
Pd(0)-catalyzed
asymmetric
three-component
Heck–Miyaura
with
interception
internal
olefin,
aryldiazonium
salt,
and
diboron
reagent.
This
Heck-triggered
protocol
proceeds
in
a
highly
chemoselective,
diastereoselective,
enantioselective
manner,
thus
allowing
expedient
construction
1,2-diaryl
substituted
β-aminoboronate
esters
derivatives
vicinal
stereogenic
centers.
The
versatility
resulting
benzylic
boronic
allows
their
further
transformation
to
more-intricate
chiral
amines.
Journal of the American Chemical Society,
Год журнала:
2024,
Номер
unknown
Опубликована: Сен. 17, 2024
Asymmetric
decarboxylative
cross-couplings
of
carboxylic
acids
are
powerful
methods
for
synthesizing
chiral
building
blocks
essential
in
medicinal
chemistry
and
material
science.
Despite
their
potential,
creating
versatile
alkylboron
derivatives
through
asymmetric
C(sp