Nickel-Catalyzed Asymmetric Homobenzylic Hydroamidation of Aryl Alkenes to Access Chiral β-Arylamides
Journal of the American Chemical Society,
Год журнала:
2025,
Номер
unknown
Опубликована: Фев. 25, 2025
Herein,
we
introduce
a
Ni-catalyzed
asymmetric
homobenzylic
hydroamidation
reaction
that
efficiently
addresses
the
dual
challenges
of
achieving
regio-
and
enantioselectivity
in
synthesis
β-(hetero)arylethylamides.
By
employing
transposed
NiH
catalysis
approach,
this
method
facilitates
formation
key
chiral
nickel-amido
intermediates,
enabling
insertion
into
alkenes
to
produce
desired
β-arylamide
products
with
excellent
enantioselectivity.
The
exhibits
high
functional
group
tolerance
utilizes
readily
available
starting
materials
vinylarenes
react
dioxazolone
as
robust
amidating
source.
Notably,
approach
was
successfully
applied
pharmaceutical
compounds
natural
products,
such
Clobenzorex,
Direx,
Selegiline,
Sacubitril,
Cipargamin.
Язык: Английский
Nickel-Catalyzed Branched Hydroalkylation of Alkenes with Diazo Compounds
Journal of the American Chemical Society,
Год журнала:
2025,
Номер
unknown
Опубликована: Фев. 25, 2025
A
nickel-catalyzed,
branched-selective
hydroalkylation
of
alkenes
using
diazo
compounds
has
been
developed.
This
protocol
enables
the
functionalization
both
activated
and
unactivated
alkenes,
in
directed
nondirected
manners.
Mono-,
di-,
trisubstituted
can
be
effectively
transformed.
Highly
diastereoselective
hydroalkylations
have
also
demonstrated.
The
method
provides
a
novel
approach
for
introducing
an
α-carbonyl
moiety
to
which
is
currently
inaccessible
by
existing
methods.
Preliminary
mechanistic
investigations
suggest
carbene-type
mechanism,
unusual
nickel
catalysis.
Язык: Английский
Nickel-Catalyzed 1,1-Carboboration of Polysubstituted Internal Alkenes
Organic Letters,
Год журнала:
2025,
Номер
unknown
Опубликована: Апрель 1, 2025
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.
Язык: Английский