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.
ACS Catalysis,
Год журнала:
2020,
Номер
10(21), С. 12898 - 12919
Опубликована: Окт. 21, 2020
Transition-metal-catalyzed
C–H
bond
functionalization
has
known
a
rapid
evolution
in
the
last
years,
offering
modern
strategies
for
reaching
high
molecular
complexity
step-
and
atom-economical
way.
Despite
indisputable
advances,
selectivity
issues
still
remain,
given
ubiquity
of
bonds
on
molecules;
thus,
several
approaches
have
been
developed
to
tackle
this
challenge.
Among
them,
use
transient
directing
group
emerged
as
an
effective
tool,
circumventing
need
extra
synthetic
steps
install
then
cleave
molecule.
More
recently,
strategy
successfully
applied
even
more
challenging
transition-metal-catalyzed
enantioselective
functionalization.
This
review
will
highlight
discuss
main
advances
made
chiral
C(sp2)–H
C(sp3)–H
by
transition-metal
catalysis.
Journal of the American Chemical Society,
Год журнала:
2021,
Номер
143(6), С. 2470 - 2476
Опубликована: Фев. 2, 2021
The
enantioselective
C–H
alkenylation
of
ferrocenes
with
alkynes
is,
in
principle,
a
straightforward
and
atom-efficient
route
for
the
construction
planar-chiral
ferrocene
scaffolds
bearing
alkene
functionality
but
has
remained
scarcely
explored
to
date.
Here
we
report
first
time
highly
quinoline-
pyridine-substituted
by
half-sandwich
scandium
catalyst.
This
protocol
features
broad
substrate
scope,
high
enantioselectivity,
100%
atom
efficiency,
selectively
affording
new
family
N/alkene
functionalities.
mechanistic
details
have
been
clarified
DFT
analyses.
use
quinoline/alkene-functionalized
product
as
chiral
ligand
asymmetric
catalysis
is
also
demonstrated.
Angewandte Chemie International Edition,
Год журнала:
2019,
Номер
59(9), С. 3475 - 3479
Опубликована: Дек. 23, 2019
Abstract
A
ruthenium(II)‐catalyzed
asymmetric
intramolecular
hydroarylation
assisted
by
a
chiral
transient
directing
group
has
been
developed.
series
of
2,3‐dihydrobenzofurans
bearing
all‐carbon
quaternary
stereocenters
have
prepared
in
remarkably
high
yields
(up
to
98
%)
and
enantioselectivities
>99
%
ee
).
By
this
methodology,
novel
total
synthesis
CB2
receptor
agonist
MDA7
successfully
Chemical Science,
Год журнала:
2020,
Номер
11(47), С. 12616 - 12632
Опубликована: Янв. 1, 2020
In
the
past
decade,
selective
C-C
and
C-heteroatom
bond
construction
through
palladium-catalyzed
direct
C-H
functionalization
has
been
extensively
studied
by
employing
a
variety
of
directing
groups.
Within
this
category,
asymmetric
C(sp2)-H
C(sp3)-H
activation
for
highly
enantiomerically
enriched
skeletons
still
progressed
at
slow
pace.
This
minireview
briefly
introduces
major
advances
in
field
via
group
strategy.
Chemical Science,
Год журнала:
2021,
Номер
12(10), С. 3726 - 3732
Опубликована: Янв. 1, 2021
Palladium-catalyzed
asymmetric
C–H
functionalization
to
yield
axially
chiral
styrene-type
carboxylic
acids
is
described,
in
which
axial
chirality
and
sterically
hindered
group
were
incorporated
one-step.
Journal of the American Chemical Society,
Год журнала:
2023,
Номер
145(8), С. 4765 - 4773
Опубликована: Фев. 14, 2023
Mechanism-guided
reaction
development
is
a
well-appreciated
research
paradigm
in
chemistry
since
the
merging
of
mechanistic
knowledge
would
accelerate
discovery
new
synthetic
methods.
Low-valent
transition
metals
such
as
Pd(0)-
and
Rh(I)-catalyzed
C–H
arylation
with
aryl
(pseudo)halides
among
enabling
reactions
for
exclusive
cross-coupling
two
different
partners.
However,
from
situation
Pd(0)-catalysis,
mechanism
underexplored.
The
sequence
elementary
steps
activation
oxidative
addition
remains
unclear.
Herein,
we
report
comprehensive
experimental
computational
studies
toward
explicit
understandings
intermolecular
asymmetric
between
2-pyridinylferrocenes
bromides.
identification
each
step
catalytic
cycle
structural
characterization
key
intermediates
states
allow
rational
design
challenging
intramolecular
reactions.
successful
realization
this
mode
set
foundation
facile
synthesis
planar
chiral
[m]ferrocenophanes
(m
=
6–8),
class
rarely
explored
target
molecules
strained
structures
intriguing
molecular
topology.
