Nature Communications,
Journal Year:
2023,
Volume and Issue:
14(1)
Published: Feb. 25, 2023
Abstract
Asymmetric
ring-opening
of
7-oxabenzonorbornadienes
is
achieved
via
Co-catalyzed
indole
C–H
functionalization.
The
utilization
chiral
Co-catalyst
consisting
a
binaphthyl-derived
trisubstituted
cyclopentadienyl
ligand
resulted
in
high
yields
(up
to
99%)
and
excellent
enantioselectivity
(>99%
ee)
for
the
target
products
with
tolerance
diverse
functional
groups.
Opposite
diastereoselectivities
are
obtained
or
Cp*CoI
2
CO.
Combined
experimental
computational
studies
suggest
β
-oxygen
elimination
being
selectivity-determining
step
reaction.
Meanwhile,
reactions
7-azabenzonorbornadiene
could
also
be
executed
diastereodivergent
manner.
Chemical Reviews,
Journal Year:
2021,
Volume and Issue:
122(2), P. 1875 - 1924
Published: Aug. 6, 2021
Direct
photocatalyzed
hydrogen
atom
transfer
(d-HAT)
can
be
considered
a
method
of
choice
for
the
elaboration
aliphatic
C–H
bonds.
In
this
manifold,
photocatalyst
(PCHAT)
exploits
energy
photon
to
trigger
homolytic
cleavage
such
bonds
in
organic
compounds.
Selective
bond
may
achieved
by
judicious
abstractor
(key
parameters
are
electronic
character
and
molecular
structure),
as
well
reaction
additives.
Different
classes
PCsHAT
available,
including
aromatic
ketones,
xanthene
dyes
(Eosin
Y),
polyoxometalates,
uranyl
salts,
metal-oxo
porphyrin
tris(amino)cyclopropenium
radical
dication.
The
processes
(mainly
C–C
formation)
most
cases
carried
out
under
mild
conditions
with
help
visible
light.
aim
review
is
offer
comprehensive
survey
synthetic
applications
d-HAT.
Chemical Reviews,
Journal Year:
2021,
Volume and Issue:
121(24), P. 14957 - 15074
Published: Oct. 29, 2021
Transition-metal-catalyzed,
coordination-assisted
C(sp3)–H
functionalization
has
revolutionized
synthetic
planning
over
the
past
few
decades
as
use
of
these
directing
groups
allowed
for
increased
access
to
many
strategic
positions
in
organic
molecules.
Nonetheless,
several
challenges
remain
preeminent,
such
requirement
high
temperatures,
difficulty
removing
or
converting
groups,
and,
although
metals
provide
some
reactivity,
employing
outside
palladium.
This
review
aims
give
a
comprehensive
overview
coordination-assisted,
transition-metal-catalyzed,
direct
nonactivated
bonds
by
covering
literature
since
2004
order
demonstrate
current
state-of-the-art
methods
well
limitations.
For
clarity,
this
been
divided
into
nine
sections
transition
metal
catalyst
with
subdivisions
type
bond
formation.
Synthetic
applications
and
reaction
mechanism
are
discussed
where
appropriate.
Chemical Reviews,
Journal Year:
2020,
Volume and Issue:
120(13), P. 6124 - 6196
Published: June 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.
Organic Letters,
Journal Year:
2019,
Volume and Issue:
21(6), P. 1895 - 1899
Published: March 6, 2019
Cp*Cobalt(III)-catalyzed
enantioselective
C-H
amidation
of
ferrocenes
using
monoprotected
amino
acids
(MPAAs)
as
chiral
ligands
was
developed.
The
reaction
performed
under
mild
conditions
in
high
yields
(up
to
97%)
with
moderate
enantioselectivity
77.5:22.5
er),
providing
a
promising
strategy
create
planar
chirality
via
base-metal-catalyzed
activation.
Chemical Society Reviews,
Journal Year:
2020,
Volume and Issue:
49(15), P. 5310 - 5358
Published: Jan. 1, 2020
This
review
highlights
the
developments
in
iron
and
cobalt
catalyzed
C(sp3)–H
bond
functionalization
reactions
with
emphasis
on
their
applications
organic
synthesis,
i.e.
natural
products
pharmaceuticals
synthesis
and/or
modification.
Chemical Society Reviews,
Journal Year:
2021,
Volume and Issue:
50(5), P. 3263 - 3314
Published: Jan. 1, 2021
Olefinic
C-H
functionalization
represents
an
atom-
and
step
economic
approach
to
valuable
olefin
derivatives
from
simpler
ones,
but
controlling
the
selectivity
remains
a
challenge.
Remarkable
progress
has
been
made
in
site-selective
of
arenes
alkanes,
there
are
still
limited
examples
selective
olefins
presumably
due
lability
easy
decomposition
alkenyl
moiety.
Chelation-assisted
activation
efficient
protocol
for
site-
stereo-selective
construction
carbon-carbon
carbon-heteroatom
bonds.
This
review
highlights
recent
advances
vicinal-
geminal-group-directed
olefinic
functionalization,
including
alkenylation,
arylation,
alkynylation,
alkylation,
halogenation,
silylation,
cyanation
annulation
by
formation
exo-/endo-metallocycles.
In
particular,
is
covered
first
time,
as
well
distal-selective
under
palladium/norbornene
cooperative
catalysis,
which
provides
novel
disconnections
retrosynthetic
analysis
future
trend
green
chemistry.
