Organometallics,
Год журнала:
2018,
Номер
37(17), С. 2832 - 2836
Опубликована: Авг. 28, 2018
The
first
copper-mediated
diastereoselective
C–H
thiolation
of
ferrocenes
has
been
developed.
A
chiral
oxazoline
directing
group
with
tert-butyl
substituent
is
essential
to
the
high
diastereoselectivity
ratio
and
suppression
overreaction
monothiolated
products.
This
reaction
tolerated
various
functional
groups
on
arylthiols,
implying
its
potential
application
in
N,S-bidentate
planar
ligands.
Chemical Reviews,
Год журнала:
2020,
Номер
120(3), С. 1788 - 1887
Опубликована: Янв. 6, 2020
During
the
past
decades,
synthetic
organic
chemistry
discovered
that
directing
group
assisted
C–H
activation
is
a
key
tool
for
expedient
and
siteselective
construction
of
C–C
bonds.
Among
various
strategies,
bidentate
groups
are
now
recognized
as
one
most
efficient
devices
selective
functionalization
certain
positions
due
to
fact
its
metal
center
permits
fine,
tunable,
reversible
coordination.
The
family
permit
types
assistance
be
achieved,
such
N,N-dentate,
N,O-dentate,
N,S-dentate
auxiliaries,
which
categorized
based
on
coordination
site.
In
this
review,
we
broadly
discuss
bond
reactions
formation
bonds
with
aid
groups.
Chemical Reviews,
Год журнала:
2022,
Номер
122(15), С. 12544 - 12747
Опубликована: Июль 17, 2022
1,1,1,3,3,3-Hexafluoroisopropanol
(HFIP)
is
a
polar,
strongly
hydrogen
bond-donating
solvent
that
has
found
numerous
uses
in
organic
synthesis
due
to
its
ability
stabilize
ionic
species,
transfer
protons,
and
engage
range
of
other
intermolecular
interactions.
The
use
this
exponentially
increased
the
past
decade
become
choice
some
areas,
such
as
C–H
functionalization
chemistry.
In
review,
following
brief
history
HFIP
an
overview
physical
properties,
literature
examples
reactions
using
or
additive
are
presented,
emphasizing
effect
each
reaction.
Angewandte Chemie International Edition,
Год журнала:
2020,
Номер
59(45), С. 19773 - 19786
Опубликована: Июль 20, 2020
Abstract
Transition
metal‐catalyzed
enantioselective
functionalization
of
C−H
bond,
the
most
abundant
functionality
in
organic
molecules,
has
emerged
as
an
expedient
synthetic
approach
to
streamline
synthesis
complex
chiral
molecules.
Despite
significant
progress,
traditional
directing
group‐enabled
strategies
require
additional
steps
for
installation
and
removal
groups
from
target
molecule.
The
recently
developed
asymmetric
using
transient
(
c
TDGs)
offers
a
promising
alternative
that
can
circumvent
this
obstacle
therefore
simplify
process.
In
Minireview,
we
briefly
discuss
advent
recent
advances
emerging
concept,
with
emphasis
on
discussing
creation
various
stereogenic
centers
developments
TDGs.
Applications
natural
product
ligand
derivatizations
are
also
discussed.
We
hope
Minireview
will
highlight
great
potential
strategy
help
inspire
further
endeavors.
Chemical Science,
Год журнала:
2021,
Номер
12(11), С. 3857 - 3870
Опубликована: Янв. 1, 2021
Among
numerous
solvents
available
for
chemical
transformations,
1,1,1,3,3,3-hexafluoro-2-propanol
(popularly
known
as
HFIP)
has
attracted
enough
attention
of
the
scientific
community
in
recent
years.
Journal of the American Chemical Society,
Год журнала:
2018,
Номер
140(8), С. 2789 - 2792
Опубликована: Фев. 7, 2018
The
direct,
Pd-catalyzed
ortho
C-H
methylation
and
fluorination
of
benzaldehydes
have
been
accomplished
using
commercially
available
orthanilic
acids
as
transient
directing
groups.
In
these
reactions,
the
1-fluoro-2,4,6-trimethylpyridinium
salts
can
be
either
a
bystanding
F+
oxidant
or
an
electrophilic
fluorinating
reagent.
An
X-ray
crystal
structure
benzaldehyde
palladation
intermediate
was
obtained
triphenylphosphine
stabilizing
ligand.
Angewandte Chemie International Edition,
Год журнала:
2019,
Номер
58(33), С. 11464 - 11468
Опубликована: Июнь 13, 2019
Abstract
Chiral
aldehyde
catalysis
opens
new
avenues
for
the
activation
of
simple
amines.
However,
lack
easy
access
to
structurally
diverse
chiral
catalysts
has
hampered
development
this
cutting‐edge
field.
Herein,
we
report
a
Pd‐catalyzed
atroposelective
C−H
naphthylation
with
7‐oxabenzonorbornadienes
preparation
axially
biaryls
excellent
enantioselectivities
(up
>99
%
ee
).
This
reaction
is
scalable
and
robust,
which
serves
as
key
step
provide
rapid
through
three‐step
functionalization
sequence.
These
aldehydes
exhibit
better
activities
than
previously
reported
organocatalysts
in
asymmetric
glycine
derived
amides
dipeptides.
Moreover,
preliminary
investigation
also
discloses
that
catalyst
can
effectively
override
intrinsic
facial
selectivity
dipeptide
substrates,
showcasing
strong
induction
ability
type
novel
catalysts.
Organic & Biomolecular Chemistry,
Год журнала:
2018,
Номер
16(25), С. 4582 - 4595
Опубликована: Янв. 1, 2018
C-H
functionalisation
promises
a
paradigm
shift
in
synthetic
planning.
However,
the
additional
steps
often
required
to
install
and
remove
directing
groups
currently
detract
from
efficiency.
The
strategy
of
reversible
installation
group
via
an
imine
linkage
has
recently
emerged,
with
formed
hydrolysed
situ.
Such
transient
can
promote
transition
metal
catalysed
unactivated
bonds
aldehydes,
ketones
amines.
This
approach
removes
usually
for
covalent
use
catalytic
quantities
forming
component.
review
updates
rapidly
developing
field
on
sp2
sp3
carbon
centres,
form
new
C-C
C-X
bonds.
We
focus
structures
as
mono
or
bidentate
coordinating
various
catalysts.
ChemSusChem,
Год журнала:
2019,
Номер
12(13), С. 2955 - 2969
Опубликована: Апрель 8, 2019
Transition
metal-catalyzed
C-H
bond
functionalization
is
among
the
most
efficient
and
powerful
strategies
in
synthetic
organic
chemistry
to
derivatize
otherwise
inert
sites
of
molecules
for
construction
C-C
C-heteroatom
bonds.
However,
additional
steps
are
often
required
install
directing
groups
realize
selective
substrates.
These
tedious
run
counter
step-economical
nature
activation.
In
contrast,
direct
substrate
by
using
transient
ligands
avoids
unnecessary
pre-functionalization
This
Minireview
provides
a
short
overview
major
progress
made
this
field
at
sp2
sp3
carbon
centers
with
different
working
modes,
including
covalent,
hydrogen,
ionic
