SynOpen,
Journal Year:
2023,
Volume and Issue:
07(04), P. 466 - 485
Published: Sept. 6, 2023
Abstract
Transition-metal-catalyzed
enantioselective
C–H
activation
provides
a
straightforward
strategy
to
synthesize
chiral
molecules
from
readily
available
sources.
In
this
graphical
review,
we
summarize
the
progress
on
half-sandwich
d6-metal
(CoIII,
RhIII,
IrIII,
RuII)-catalyzed
functionalization
reactions.
The
review
is
categorized
according
type
of
metal
catalyst
and
ligand
employed.
Representative
enantio-determining
models
catalytic
cycles
are
presented.
Journal of the American Chemical Society,
Journal Year:
2024,
Volume and Issue:
146(31), P. 21231 - 21238
Published: July 29, 2024
Asymmetric
Pd-catalyzed
three-component
carboamination
reactions
of
dienes
to
construct
chiral
cyclohexenylamines,
which
are
great
importance
in
many
fields
chemistry,
have
remained
largely
unexplored.
Here,
we
demonstrate
a
highly
enantio-
and
regioselective
Pd/Ming-Phos-catalyzed
1,3-cyclohexadiene
with
readily
available
aryl
iodides
anilines
for
facile
access
diverse
valuable
cyclohexenylamines.
The
process
shows
excellent
functional
group
tolerance,
easy
scalability,
mild
conditions.
Moreover,
mechanistic
studies
suggest
that
this
reaction
has
first-order
dependence
on
the
concentration
palladium
catalyst
aniline.
Organic & Biomolecular Chemistry,
Journal Year:
2021,
Volume and Issue:
19(34), P. 7264 - 7275
Published: Jan. 1, 2021
In
this
review,
we
highlight
the
developments
in
chiral
Cp
x
M(
iii
)
complexes
or
achiral
complexes/chiral
carboxylic
acid-catalyzed
enantioselective
C–H
functionalization
reactions
through
migratory
insertion
of
metal–carbenes/nitrenes.
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: March 24, 2025
Here,
we
have
demonstrated
a
Co(III)-catalyzed
C–H
functionalization
of
substituted
pyridones
with
dienes
and
para-formaldehyde
via
three-component
sequential
reaction.
A
library
homoallylic
alcohols
is
synthesized
high
regio-
chemoselectivity.
The
reaction
scope
widely
compatible
various
N-pyridyl-2-pyridones,
butadiene,
dienes.
Interestingly,
N-pyridyl-4-pyridone
also
participated
in
the
product
was
further
converted
into
dihydrofuran-derived
N-pyridyl-2-pyridone
derivatives.
convincing
mechanism
mechanistic
investigations
are
described
to
justify
current
methodology.
Chemical Communications,
Journal Year:
2023,
Volume and Issue:
59(76), P. 11298 - 11319
Published: Jan. 1, 2023
The
enantioselective
catalytic
cascade
involving
Tsuji-Trost
allylation
has
provided
a
viable
strategy
for
the
construction
of
multiple
asymmetric
C-C
and
C-X
centres
numerous
methods
have
been
developed
around
it
synthesis
various
vital
scaffolds.
synthetic
utility
this
was
enhanced
by
replacing
customary
allyl
acetates
with
ethylene
diacetates/dicarbonates,
vinyl
epoxides,
oxetanes,
carbonates,
cyclopropanes,
enynes,
dienes
using
transition-metal
catalysis.
One
more
milestone
achieved
when
metallaphotocatalysis
necessary
platform
these
cascades
cheaper
metal.
This
review
will
provide
summary
from
2015.
ChemCatChem,
Journal Year:
2024,
Volume and Issue:
16(14)
Published: Jan. 24, 2024
Abstract
Transition
metal‐catalyzed
synthesis
of
propargylic
esters
has
been
widely
investigated,
offering
distinctive
opportunities
to
build
1,3‐diene
skeletons.
Access
1,2,3,4‐tetrasubstituted
1,3‐dienes
a
longstanding
challenge
in
organic
due
great
diversity
stereoisomers
from
four
substituents
and
unpredictable
regioselectivity.
Given
the
synthetic
challenges
importance,
inventing
methods
for
generation
this
valuable
architecture
gathered
much
more
attention.
Recently,
several
intriguing
works
concerning
topic
have
achieved
towards
high
regio‐
stereoselective
elaborate
1,3‐dienes.
Herein,
concept
summarizes
recent
advances
transition
construction
discusses
mechanism
as
well
their
applications.
Journal of the American Chemical Society,
Journal Year:
2023,
Volume and Issue:
145(50), P. 27680 - 27689
Published: Dec. 6, 2023
We
report
a
palladium-catalyzed
method
for
4,3-
or
4,1-selective
alkenylamination
of
terminal
dienes.
Three-component
couplings
proceed
with
alkenyl
triflates
and
several
amines,
giving
vicinal
carboamination
Xantphos-supported
catalyst
distal
difunctionalization
phosphoramidite
ligand.
A
number
constitutionally
different
disubstituted
dienes
also
participate
in
regiodivergent
carboaminations.
Experimental
evidence
indicates
that
selectivity
the
Xantphos
reactions
is
largely
influenced
by
substrate,
whereas
phosphoramidite-promoted
process
controlled,
orchestrated
key
π-stacking
interaction
among
ligand,
solvent,
substrate.
Angewandte Chemie International Edition,
Journal Year:
2023,
Volume and Issue:
62(37)
Published: June 26, 2023
The
incorporation
of
fluorine
atoms
in
organics
improves
their
bioactivity
and
lipophilicity.
Catalytic
functionalization
gem-difluorodienes
represents
one
the
most
straightforward
approaches
to
access
fluorinated
alkenes.
In
contrast
regular
1,3-dienes
that
undergo
diverse
asymmetric
di/hydrofunctionalizations,
regio-
enantioselective
oxyamination
remains
untouched.
Herein,
we
report
1,4-oxyamination
gem-difluorodiene
by
chiral
rhodium-catalyzed
three-component
coupling
with
readily
available
carboxylic
acid
dioxazolone,
affording
gem-difluorinated
1,4-amino
alcohol
derivatives.
Our
protocol
exhibits
high
1,4-regio-
enantioselectivity
utility
late-stage
modification
pharmaceuticals
natural
products.
Stoichiometric
experiments
provide
evidences
for
π-allylrhodium
pathway.
Related
was
also
realized
when
trifluoroethanol
used
as
an
oxygen
nucleophile.
