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 International Edition,
Год журнала:
2023,
Номер
62(40)
Опубликована: Авг. 16, 2023
Abstract
Axially
chiral
N
‐substituted
quinazolinones
are
important
bioactive
molecules,
which
presented
in
many
synthetic
drugs.
However,
most
strategies
toward
their
atroposelective
synthesis
mainly
limited
to
the
axially
arylquinazolinone
frameworks.
The
development
of
modular
methods
access
diverse
quinazolinone‐based
atropisomers
remains
scarce
and
challenging.
Herein,
we
report
regio‐
‐vinylquinazolinones
via
strategy
asymmetric
allylic
substitution‐isomerization.
catalysis
system
utilized
both
transition‐metal
organocatalysis
efficiently
afford
trisubstituted
tetrasubstituted
‐vinylquinazolinone
atropisomers,
respectively.
With
meticulous
design
β‐substituted
substrates,
Z
‐
E
‐tetrasubstituted
were
obtained
good
yields
high
enantioselectivities.
Angewandte Chemie International Edition,
Год журнала:
2023,
Номер
62(16)
Опубликована: Фев. 16, 2023
We
have
developed
the
Rh+
/H8
-binap-catalyzed
chemo-,
regio-,
diastereo-,
and
enantioselective
intermolecular
[2+2+2]
cycloaddition
of
three
unsymmetric
2π
components.
Thus,
two
arylacetylenes
react
with
a
cis-enamide
to
yield
protected
chiral
cyclohexadienylamine.
Moreover,
replacing
one
arylacetylene
silylacetylene
enables
distinct
These
transformations
proceed
excellent
selectivity
(complete
regio-
diastereoselectivity
up
>99
%
ee).
Mechanistic
studies
suggest
chemo-
regioselective
formation
rhodacyclopentadiene
intermediate
from
terminal
alkynes.
Organic Chemistry Frontiers,
Год журнала:
2024,
Номер
11(10), С. 2857 - 2863
Опубликована: Янв. 1, 2024
A
Rh-catalyzed
neighboring
group-directed
asymmetric
[2
+
2
2]
cycloaddition
of
1,6-diynes
and
ynamides
to
generate
C–N
axially
chiral
indole
derivatives
has
been
developed.
Angewandte Chemie International Edition,
Год журнала:
2024,
Номер
64(1)
Опубликована: Ноя. 7, 2024
Abstract
Precise
synthesis
of
carboxylic
acids
via
catalytic
carboxylation
with
CO
2
is
highly
appealing.
Although
considerable
advancements
have
been
achieved
in
difunctionalizing
unsaturated
hydrocarbons,
the
asymmetric
variants
are
conspicuously
underdeveloped,
particularly
addressing
axially
chiral
alkenes.
Herein,
we
report
first
atroposelective
alkynes
.
A
variety
valuable
obtained
good
yields
and
high
chemo‐,
regio‐,
Z/E
enantio‐selectivities.
Notably,
an
unexpected
anti
‐selective
carbo‐carboxylation
observed
sp
‐hybrid
carbo‐electrophile‐initiated
reductive
alkynes.
Mechanistic
studies
including
DFT
calculation
elucidate
origin
induction
‐selectivity
vinyl‐carboxylation
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Фев. 13, 2025
A
series
of
polyaryl-substituted
fluoranthenes
is
built
in
good
to
excellent
yields
via
Earth-abundant
metal-catalyzed
[2
+
2+
2]
cycloaddition
1,6-diynes
with
alkynes
developed.
This
method
runs
smoothly
using
a
cheap
catalytic
system
(CoI2/dppe/Zn)
as
the
catalyst.
Generally,
this
strategy
exhibits
low
cost,
high
efficiency,
atom
economy,
and
functional
group
tolerance.
Additionally,
both
terminal
alkynes,
especially
heteroaryl-substituted
acetylenes,
internal
alkyne,
tolerate
work.
Furthermore,
photophysical
properties
selected
also
investigated.
Herein,
we
describe
an
efficient
copper-catalyzed
cyclization
of
triynes
via
vinyl
cation
intermediates.
The
reaction
leads
to
the
practical
and
atom-economical
synthesis
valuable
polycyclic
pyrroles
by
constructing
three
new
rings
in
one
step
under
mild
conditions.
proposed
mechanism
shows
ordered
regioselective
alkynes.
Moreover,
possibility
such
asymmetric
triyne
also
emerges.
