Angewandte Chemie International Edition,
Год журнала:
2022,
Номер
61(45)
Опубликована: Авг. 2, 2022
Abstract
Bimetallic
catalysis
has
emerged
as
an
efficient
strategy
for
the
development
of
new
chemical
reactions.
Importantly,
this
also
provides
a
simple
and
powerful
platform
stereodivergent
synthesis,
whereby
all
possible
stereoisomers
products
bearing
two
stereocenters
can
be
easily
prepared
from
same
set
starting
materials.
In
Minireview,
allylic
substitution,
propargylic
hydrofunctionalization,
annulation
based
on
bimetallic
been
summarized.
It
is
expected
that
more
catalytic
systems
will
developed
applied
synthesis
valuable
molecules.
Chemical Reviews,
Год журнала:
2020,
Номер
120(24), С. 13382 - 13433
Опубликована: Ноя. 29, 2020
Synergistic
catalysis,
a
type
of
plural
catalysis
which
utilizes
at
least
two
different
catalysts
to
enable
reaction
between
separately
activated
substrates,
has
unlocked
plethora
previously
unattainable
transformations
and
novel
chemical
reactivity.
Despite
the
appreciable
utility
synergistic
specific
examples
involving
transition
metals
have
been
limited,
as
ensuring
judicious
choice
parameters
prevent
deactivation
catalysts,
undesirable
monocatalytic
event(s)
leading
side
products,
or
premature
termination
other
potentially
troublesome
outcomes
present
formidable
challenge.
Excluding
those
driven
by
photocatalytic
mechanisms,
this
review
will
highlight
reported
reactions
that
make
use
simultaneous
catalytic
cycles
metal
catalysts.
Organic & Biomolecular Chemistry,
Год журнала:
2012,
Номер
10(16), С. 3147 - 3147
Опубликована: Янв. 1, 2012
Since
their
discovery
in
1997,
iridium-catalysed
asymmetric
allylic
substitutions
have
been
developed
into
a
broadly
applicable
tool
for
the
synthesis
of
chiral
building
blocks
via
C–C
and
C–heteroatom
bond
formation.
The
remarkable
generality
these
reactions
high
levels
regio-
enantioselectivity
that
are
usually
obtained
favour
branched
products
made
possible
by
thorough
investigation
catalyst
system
its
mode
action.
Therefore,
today
Ir-catalysed
substitution
is
powerful
reaction
organic
chemist's
repertoire
has
used
extensively
several
applications.
This
article
aims
to
provide
an
overview
development
iridium
catalysts
derived
from
Ir
salt
phosphoramidite
application
enantioselective
natural
biologically
relevant
compounds.
Angewandte Chemie International Edition,
Год журнала:
2020,
Номер
59(32), С. 13451 - 13457
Опубликована: Апрель 3, 2020
Abstract
Asymmetric
pallada‐electrocatalyzed
C−H
olefinations
were
achieved
through
the
synergistic
cooperation
with
transient
directing
groups.
The
electrochemical,
atroposelective
activations
realized
high
position‐,
diastereo‐,
and
enantio‐control
under
mild
reaction
conditions
to
obtain
highly
enantiomerically‐enriched
biaryls
fluorinated
N−C
axially
chiral
scaffolds.
Our
strategy
provided
expedient
access
to,
among
others,
novel
BINOLs,
dicarboxylic
acids
helicenes
of
value
asymmetric
catalysis.
Mechanistic
studies
by
experiments
computation
key
insights
into
catalyst's
mode
action.
ACS Catalysis,
Год журнала:
2016,
Номер
6(8), С. 4814 - 4858
Опубликована: Июнь 9, 2016
Chiral
monophosphorus
ligands
are
playing
an
important
role
for
the
recent
advances
in
asymmetric
catalysis.
This
review
summarizes
latest
progress
various
catalytic
reactions
with
employment
of
chiral
including
allylic
substitution,
dearomative
arylation,
Heck
reaction,
cross-coupling,
C–H
bond
functionalization,
coupling
π
systems,
addition,
hydrogenation,
and
organocatalytic
reactions.
The
new
reactivity,
selectivity,
reaction
mechanism
enabled
by
these
discussed.
Journal of the American Chemical Society,
Год журнала:
2018,
Номер
141(1), С. 133 - 137
Опубликована: Дек. 12, 2018
An
enantioselective
[5+2]
cycloaddition
of
vinylethylene
carbonates
and
α-diazoketones
was
achieved
for
the
first
time
by
merging
photoactivation
asymmetric
Pd
catalysis.
The
key
to
success
this
method
is
trapping
Pd-containing,
1,5-dipolar
intermediates
ketenes,
a
class
reactive
C2
synthons,
which
were
generated
in
an
situ
traceless
manner
under
visible
light
irradiation.
Through
trapping,
variety
7-membered
lactones
bearing
challenging
chiral
quaternary
stereocenters
can
be
accessed
facile
with
good
efficiency
high
enantioselectivity
(up
99%
yield
96:4
er).
Journal of the American Chemical Society,
Год журнала:
2013,
Номер
135(46), С. 17298 - 17301
Опубликована: Окт. 28, 2013
The
first
regio-,
diastereo-,
and
enantioselective
allylic
alkylation
of
acyclic
β-ketoesters
to
form
vicinal
tertiary
all-carbon
quaternary
stereocenters
is
reported.
Critical
the
successful
development
this
method
was
employment
iridium
catalysis
in
concert
with
N-aryl-phosphoramidite
ligands.
Broad
functional
group
tolerance
observed
at
keto-,
ester-,
α-positions
nucleophile.
Various
transformations
demonstrating
utility
for
rapidly
accessing
complex
enantioenriched
compounds
are
Chemical Reviews,
Год журнала:
2020,
Номер
120(13), С. 6124 - 6196
Опубликована: Июнь 3, 2020
A
critically
important
process
in
catalysis
is
the
formation
of
an
active
catalyst
from
combination
a
metal
precursor
and
ligand,
as
efficacy
this
reaction
governs
amount
catalyst.
This
Review
comprehensive
overview
reactions
catalyzed
by
nickel
added
bidentate
phosphine,
focusing
on
steps
transforming
precatalyst
ligand
into
potential
effects
transformation
catalysis.
Reactions
covered
include
common
cross-coupling
reactions,
such
Suzuki,
Heck,
Kumada,
Negishi
couplings,
addition
cycloadditions,
C–H
functionalizations,
polymerizations,
hydrogenations,
reductive
among
others.
Overall,
most
widely
used
with
free
phosphines
Ni(cod)2,
which
accounts
for
∼50%
reports
surveyed,
distantly
followed
Ni(acac)2
Ni(OAc)2,
account
∼10%
each.
By
compiling
these
we
have
calculated
statistics
usage
each
Ni(cod)2
other
sources.
The
are
simple,
relatively
inexpensive
ligands,
DPPE,
DCPE,
DPPP,
DPPB,
along
others
more
complex
backbones,
DPPF
Xantphos.
use
expensive
chiral
scattered,
but
ligands
BINAP,
Me-Duphos,
Josiphos,
related
analogs.
Journal of the American Chemical Society,
Год журнала:
2019,
Номер
141(24), С. 9504 - 9510
Опубликована: Июнь 2, 2019
Rhodium(I)-catalyzed
atroposelective
C–H
arylation
of
heterobiaryls
was
presented.
In
the
presence
a
Rh
catalyst
derived
from
[Rh(C2H4)2Cl]2
and
TADDOL-derived
monodentate
phosphonite,
with
2-pyridine,
2-isoquinoline
their
analogs
as
directing
groups,
series
axially
chiral
were
obtained
in
excellent
yields
enantioselectivities
(up
to
99%
yield,
97%
ee)
via
direct
functionalization
reaction.
The
products
this
method
provide
platform
for
synthesis
biaryl
ligands
catalysts.
As
demonstration,
N-oxide
synthesized
product
one
step
could
act
an
efficient
asymmetric
allylation
benzaldehyde
allyltrichlorosilane,
leading
homoallyl
alcohol
enantiocontrol.
