Organic & Biomolecular Chemistry,
Год журнала:
2023,
Номер
21(15), С. 3183 - 3202
Опубликована: Янв. 1, 2023
2-Acetyl-3,4-dihydropyrans,
assembled
from
acetylene
gas
and
ketones
in
a
one-pot
procedure,
are
ethynylated
with
acetylenes
(KOBut/DMSO,
15
°C,
2
h)
to
give
acetylenic
alcohols,
which
readily
cyclize
(TFA,
rt,
5
min)
7-ethynyl-6,8-dioxabicyclo[3.2.1]octanes
up
92%
yield.
The
ring
closure
of
the
above
alcohols
can
be
performed
without
their
isolation
reaction
mixture.
Thus,
synthesis
realized
just
two
synthetic
operations
simple
available
starting
materials
under
mild
transition-metal-free
conditions.
Chemistry - A European Journal,
Год журнала:
2024,
Номер
30(24)
Опубликована: Фев. 21, 2024
In
this
paper,
Pd-catalyzed
[4+2]
decarboxylative
cycloaddition
of
4-vinylbenzodioxinones
with
barbiturate-derived
alkenes
has
been
developed,
leading
to
various
spirobarbiturate-chromane
derivatives
in
high
yields
excellent
diastereo-
and
enantioselectivities.
The
scale-up
reaction
further
derivation
the
product
were
demonstrated.
A
plausible
mechanism
was
also
proposed.
Chemical Communications,
Год журнала:
2022,
Номер
58(75), С. 10560 - 10563
Опубликована: Янв. 1, 2022
A
new
approach
for
the
synthesis
of
9-membered
N,N,O-heterocycles
by
Pd-catalyzed
[6+3]
dipolar
cycloaddition
N-iminoisoquinolinium
ylides
and
2-vinyl
oxetanes
has
been
developed.
The
scope
this
was
demonstrated
with
28
examples.
This
is
another
important
synthetic
strategy
medium-sized
rings
employing
as
ternary
synthons.
Organic & Biomolecular Chemistry,
Год журнала:
2022,
Номер
20(36), С. 7188 - 7215
Опубликована: Янв. 1, 2022
This
review
covers
the
reported
use
of
activated
olefins,
such
as
barbiturate-based
for
synthesis
spirobarbiturate-fused
three-
to
seven-membered
carbo-
and
heterocyclic
rings
through
different
synthetic
strategies.
Chemical Communications,
Год журнала:
2023,
Номер
59(18), С. 2632 - 2635
Опубликована: Янв. 1, 2023
Synergistic
palladium/copper
catalysis
for
asymmetric
allylic
alkylation
of
vinylethylene
carbonates
with
aldimine
esters
has
been
developed
the
synthesis
α-quaternary
(Z)-trisubstituted
amino
acids
under
mild
conditions.
This
methodology
features
broad
substrate
compatibilities
in
yields
up
to
87%
and
94%
ee.
A
facile
scale-up
straightforward
conversion
1,2,3,5-tetrasubstituted
pyrrole
1,2,5,6-tetrahydropyridine
bearing
chiral
quaternary
carbon
centers
verifies
synthetic
utility
this
method.
Organic Letters,
Год журнала:
2021,
Номер
23(15), С. 5750 - 5754
Опубликована: Июль 21, 2021
In
this
paper,
we
designed
and
synthesized
a
new
type
of
cyclic
carbonates,
allenylethylene
carbonates
(AECs).
With
AECs
as
reactive
precursors,
developed
palladium-catalyzed
(3+3)
annulation
with
nitrile
oxides.
Various
worked
well
in
reaction
under
mild
conditions.
A
variety
5,6-dihydro-1,4,2-dioxazine
derivatives
allenyl
quaternary
stereocenters
can
be
accessed
facile
manner
high
yields
(≤98%).
Advanced Synthesis & Catalysis,
Год журнала:
2022,
Номер
364(11), С. 1849 - 1854
Опубликована: Март 24, 2022
Abstract
An
asymmetric
allylation
of
cyclic
ketimine
esters
with
vinylethylene
carbonates
was
accomplished
through
a
Pd/Cu
dual
catalysis
system
under
mild
condition,
providing
range
trisubstituted
allylic
2
H
‐pyrrole
analogues
bearing
chiral
quaternary
stereogenic
center
in
high
yields
(up
to
92%
yield)
and
excellent
regioselectivities
enantioselectivities
96%
ee).
A
gram‐scale
operation
also
conducted
efficiency
without
erosion
enantioselectivity
stereoselectivity.
magnified
image
Organic Letters,
Год журнала:
2024,
Номер
26(3), С. 577 - 580
Опубликована: Янв. 8, 2024
We
present
the
synthesis
of
exo-
and
endo-spirovinylethylene
carbonates,
starting
from
various
cyclic
allylic
alcohols.
This
one-pot
cascade
reaction
to
spirocyclic
scaffold
was
optimized
using
a
design
experiments
approach.
The
introduction
spirovinylethylene
carbonates
broadens
scope
these
in
catalytic
applications
provides
an
easy
synthetic
entry
into
scaffolds
ring
sizes.
Organic Chemistry Frontiers,
Год журнала:
2021,
Номер
8(11), С. 2569 - 2575
Опубликована: Янв. 1, 2021
Highly
enantioselective
allylic
amination
of
a
vinylethylene
carbonate
with
N-heteroaromatics
is
enabled
by
asymmetric
palladium
catalysis
for
the
synthesis
chiral
acyclic
nucleosides
and
isonucleosides.
Organic Letters,
Год журнала:
2021,
Номер
23(7), С. 2802 - 2806
Опубликована: Март 19, 2021
Under
the
reaction
conditions
of
Pd(PPh3)4
(2.5
mol
%)
and
PPh3
(10
in
EtOAc
at
60
°C,
formal
(5
+
6)
cycloaddition
vinylethylene
carbonates
with
isatoic
anhydrides
proceeded
smoothly
furnished
medium-sized
N,O-containing
heterocycles
reasonable
chemical
yields.
The
structures
title
products
were
clearly
identified
by
X-ray
diffraction
analysis.
Organic & Biomolecular Chemistry,
Год журнала:
2021,
Номер
19(22), С. 4877 - 4881
Опубликована: Янв. 1, 2021
A
diastereoselective
(3
+
2)
cycloaddition
of
N-sulfonyl
ketimines
with
vinylethylene
carbonates
(VECs)
in
the
presence
Pd2dba3·CHCl3
and
PPh3
has
been
developed.
The
reaction
various
substituted
VECs
diverse
cyclic
proceeded
smoothly
under
mild
conditions,
giving
highly
functionalized
oxazolidine
frameworks
good
to
excellent
yields
moderate
diastereoselectivities.
With
use
spiroketal-based
diphosphine
SKP
as
a
chiral
ligand,
an
asymmetric
version
current
was
achieved,
products
were
obtained
>99%
ee
most
cases.
