European Journal of Organic Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Ноя. 1, 2024
Abstract
The
synthesis
of
axially
chiral
carbonyl
compounds
has
attracted
considerable
interest
in
organic
due
to
their
prevalence
natural
products
and
pharmaceuticals,
as
well
utility
material
science
catalysis.
Transition‐metal‐catalyzed
approaches
have
become
powerful
tools
for
construction,
offering
high
efficiency,
selectivity,
versatility
among
the
various
methods
developed.
This
concept
aims
provide
a
comprehensive
overview
recent
advances
transition‐metal‐catalyzed
asymmetric
compounds,
integrating
scattered
work
with
different
catalytic
systems.
feature
is
divided
into
four
types
reactions
based
on
strategies
employed:
cross‐coupling
reactions,
cycloaddition
desymmetrization
other
C−H
activation
reactions.
Organic Chemistry Frontiers,
Год журнала:
2024,
Номер
11(17), С. 4862 - 4868
Опубликована: Янв. 1, 2024
α
C–H
alkenylation
of
aryl
alkenes
by
six-membered
exo
-palladacycles
was
demonstrated
to
afford
dienes,
which
underwent
β
through
seven-membered
endo
produce
trienes
with
excellent
E
/
Z
ratio
selectivity.
The Chemical Record,
Год журнала:
2023,
Номер
23(5)
Опубликована: Март 9, 2023
Abstract
Aryl
alkenes
represents
one
of
the
most
widely
occurring
structural
motif
in
countless
drugs
and
natural
products,
direct
C−H
functionalization
aryl
provides
atom‐
step
efficient
access
toward
valuable
analogues.
Among
them,
group‐directed
selective
olefinic
α
‐
β
‐C−H
functionalization,
bearing
a
directing
group
on
aromatic
ring,
has
attracted
remarkable
attentions,
including
alkynylation,
alkenylation,
amino‐carbonylation,
cyanation,
domino
cyclization
so
on.
These
transformations
proceed
by
endo
exo
−C−H
cyclometallation
provide
alkene
derivatives
excellent
site‐
stereo‐selectivity.
Enantio‐selective
were
also
covered
to
synthesis
axially
chiral
styrenes.
Advanced Synthesis & Catalysis,
Год журнала:
2023,
Номер
365(9), С. 1398 - 1404
Опубликована: Апрель 12, 2023
Abstract
Herein,
we
present
a
chiral
boro‐phosphate
catalyzed
atroposelective
asymmetric
transfer
hydrogenation
method,
leading
to
family
of
axially
styrene‐type
allylalcohols.
This
dynamic
kinetic
resolution
approach
portrays
simple
procedure,
mild
conditions
and
good
enantiocontrol
(51–95%
ee),
thus
providing
an
important
alternative
assemble
the
challenging
atropisomeric
aryl‐acyclic
alkene
scaffolds.
magnified
image
Angewandte Chemie,
Год журнала:
2024,
Номер
136(12)
Опубликована: Янв. 13, 2024
Abstract
Sequential
C−H
functionalization
of
molecules
containing
multiple
bonds
can
efficiently
lead
to
structural
diversity.
Herein
we
present
the
first
chelation‐assisted
sequential
α‐/β‐C−H
E
‐styrenes
with
simple
alkenes
and
alkynes
in
excellent
regio
‐
stereo
‐selectivity.
The
process
involves
α
by
six‐membered
exo
‐cyclopalladation
result
tri‐
tetrasubstituted
1,3‐dienes
β
through
seven‐membered
endo
produce
tetra‐
pentasubstituted
1,3,5‐trienes
up
97
%
yield
>99/1
E/Z
selectivity,
both
enabled
chelation
assistance
pyrazinamide.
protocol
is
demonstrated
be
widely
applicable,
tolerant
a
wide
range
functional
groups
bioactive
fragments,
suitable
for
gram‐scale
synthesis
as
well
one‐pot
two
step
preparation
trienes.
Mechanistic
experiments
density
theory
(DFT)
calculations
were
performed
elucidate
selectivity
reactivity.
Organic Chemistry Frontiers,
Год журнала:
2024,
Номер
11(12), С. 3341 - 3347
Опубликована: Янв. 1, 2024
This
work
focuses
on
α
and
β
C–H
allylation
of
aryl
alkenes
using
allyl
carbonates
to
produce
linear
branched
1,4-dienes
enabled
by
chelation-assistance
pyridine-2-carboxamide,
which
is
simply
performed
with
Pd(OAc)
2
/AcOH
in
ethanol.
Organic Chemistry Frontiers,
Год журнала:
2024,
Номер
11(16), С. 4456 - 4463
Опубликована: Янв. 1, 2024
We
present
a
preparation
of
complex
dienes
and
eneynes
by
Rh-catalyzed
hydroarylation
internal
alkynes
Pd-catalyzed
olefinic
C–H
alkenylation,
alkynylation
allylation,
enabled
the
chelation
assistance
pyrazinamide
or
picolinamide.
Synlett,
Год журнала:
2023,
Номер
34(19), С. 2262 - 2292
Опубликована: Апрель 4, 2023
Abstract
Alkenes
are
one
of
the
most
abundant
raw
feedstocks
and
utilized
to
construct
complex
chemicals,
whilst
cross-coupling
reactions
using
alkenes
represents
a
powerful
method
toward
valuable
chemicals.
In
past
decade,
simple
by
chelation-assisted
alkenyl
C–H
functionalization
has
attracted
significant
attention
due
its
atom/step
efficiency
excellent
Z/E
selectivity,
proceeding
exo-cyclometalation
endo-cyclometalation.
this
account,
we
summarize
transition-metal-catalyzed
between
generate
1,3-dienes
via
alkenylation,1,4-dienes
through
allylation,
multisubstituted
hydroalkenylation,
heterocycles
way
tandem
functionalization/annulation.
Asymmetric
alkenylation
prepare
axially
chiral
aryl
is
also
discussed.
1
Introduction
2
Alkenyl
Alkenylation
2.1
By
endo-Cyclometalation
2.2
exo-Cyclometalation
3
Allylation
3.1
3.2
4
Alkylation
Hydroalkenylation
5
Cascade
Reactions
6
Conclusion
European Journal of Organic Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Ноя. 1, 2024
Abstract
The
synthesis
of
axially
chiral
carbonyl
compounds
has
attracted
considerable
interest
in
organic
due
to
their
prevalence
natural
products
and
pharmaceuticals,
as
well
utility
material
science
catalysis.
Transition‐metal‐catalyzed
approaches
have
become
powerful
tools
for
construction,
offering
high
efficiency,
selectivity,
versatility
among
the
various
methods
developed.
This
concept
aims
provide
a
comprehensive
overview
recent
advances
transition‐metal‐catalyzed
asymmetric
compounds,
integrating
scattered
work
with
different
catalytic
systems.
feature
is
divided
into
four
types
reactions
based
on
strategies
employed:
cross‐coupling
reactions,
cycloaddition
desymmetrization
other
C−H
activation
reactions.
