Chinese Journal of Chemistry,
Год журнала:
2024,
Номер
43(2), С. 199 - 204
Опубликована: Окт. 17, 2024
Comprehensive
Summary
A
tandem
Diels–Alder
reaction/Claisen
rearrangement/decarboxylation
strategy
of
N
‐allenamides
(or
aryloxyallenes)
with
3‐alkoxycarbonyl‐2‐pyrones
has
been
developed
for
the
efficient
synthesis
diarylmethanes
moderate
to
good
yields.
The
reaction
exhibits
functional
group
tolerance
and
can
be
applied
late‐stage
modifications
known
drug
molecules.
Mechanistic
studies
indicate
that
ester
at
3‐position
2‐pyrones
is
essential,
initial
between
proximal
C=C
bond
crucial
success
reaction.
ACS Catalysis,
Год журнала:
2024,
Номер
14(4), С. 2746 - 2757
Опубликована: Фев. 7, 2024
Remote
stereocontrol
in
transition-metal
catalysis
is
a
challenging
but
interesting
research
topic.
In
this
work,
we
achieved
copper-catalyzed
asymmetric
yne-allylic
substitution
using
electron-rich
arenes
and
acyclic
carbonates
through
remote
enantioselectivity
control.
The
reaction
delivers
variety
of
enantioenriched
products
that
contain
diverse
set
valuable
moieties,
such
as
conjugated
enynes,
indoles,
indolizines,
allenes,
dihydrofurans,
which
are
widely
used
organic
synthesis
act
key
units
bioactive
molecules
natural
products.
synthetic
value
protocol
has
been
demonstrated
series
further
transformations,
mechanistic
studies
have
conducted
to
gain
more
insight
into
the
reaction.
Organic Letters,
Год журнала:
2024,
Номер
26(27), С. 5758 - 5763
Опубликована: Июль 1, 2024
Anthrones
are
key
structural
motifs
in
many
natural
products
and
pharmaceutical
chemicals.
However,
due
to
its
unique
tricyclic
aromatic
structure,
the
synthetic
space
for
development
of
chiral
anthrone
derivatives
is
largely
limited.
By
utilizing
potential
copper-catalyzed
remote
asymmetric
yne-allylic
substitution
reaction,
we
describe
first
example
highly
regio-
enantioselective
on
various
esters
with
anthrones
under
a
mild
reaction
condition,
which
afforded
range
enantioenriched
1,3-enynes
exhibiting
broad
functional
group
tolerance
across
51
examples.
Organic Letters,
Год журнала:
2024,
Номер
26(30), С. 6407 - 6412
Опубликована: Июль 19, 2024
Chiral
coumarins
and
their
derivatives
are
ubiquitous
structural
motifs
found
in
an
array
of
biologically
therapeutically
active
natural
products
drugs.
Herein,
a
highly
enantioselective
dual
remote
copper-catalyzed
vinylogous
alkynylallylic
substitution
yne-allylic
esters
with
has
been
developed.
The
practicality
this
method
is
exemplified
by
the
use
readily
available
starting
materials;
mild
reaction
conditions;
excellent
regio-,
enantio-,
stereoselectivities;
very
broad
substrate
scope
(67
examples),
while
scalability
further
applications
illustrated
gram-scale
series
derivations
products.
Organic Chemistry Frontiers,
Год журнала:
2024,
Номер
11(14), С. 3946 - 3951
Опубликована: Янв. 1, 2024
A
copper-catalyzed
yne-propargylic
substitution
using
amines
as
nucleophiles
has
been
achieved
for
the
first
time,
affording
a
variety
of
having
diyne
moieties,
which
are
important
pharmacophores
in
many
bioactive
molecules.
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(18), С. 12935 - 12945
Опубликована: Сен. 3, 2024
A
tandem
remote
propargylic
amination/ring
closure/aromatization
reaction
of
vinyl
ethynylethylene
carbonates
and
amines
has
been
developed,
successfully
constructing
pyrrole
derivatives.
The
features
mild
conditions,
high
regioselectivity,
yields,
good
functional
group
tolerance,
making
it
an
efficient
method
for
synthesis.
Importantly,
a
variety
substrates
containing
natural
product
skeletons
could
also
be
compatibly
efficiently
converted
into
pyrroles
under
the
conditions.
Chemistry - A European Journal,
Год журнала:
2024,
Номер
31(8)
Опубликована: Дек. 12, 2024
Herein,
we
report
a
copper-catalyzed
enantioselective
formal
(3+3)
and
(3+2)
cycloaddition
reaction
of
isatin-derived
tertiary
propargylic
esters
with
N,N-dimethylbarbituric
acid
4-hydroxycoumarins,
respectively.
In
this
process,
the
ester
serves
as
both
C3-
C2-synthons,
facilitating
synthesis
optically
active
spirooxindole-pyran
furan
scaffolds
featuring
an
all-carbon
quaternary
stereocenter.
The
delivers
these
spirocyclic
frameworks
in
good
yields
high
enantioselectivities.
Additionally,
scalability
reactions
transformation
chiral
intermediates
into
valuable
structures
emphasize
synthetic
practical
importance
strategy.
