Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(41), P. 7562 - 7566
Published: Oct. 6, 2023
Stereoselective
synthesis
of
bicyclic
cyclopentanones
was
achieved
by
sequential
Tf2O-catalyzed
decarboxylation
and
intramolecular
[3
+
2]
cycloaddition
reactions
cyclic
enol
carbonates
bearing
an
alkene
unit.
Four
stereogenic
centers
in
the
obtained
cyclopentanone
were
stereoselectively
constructed.
This
method
could
be
applied
to
various
fused
products
moderate-to-good
yields.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(7), P. 1304 - 1309
Published: Feb. 8, 2024
A
Rh(III)-catalyzed
C–H
bond
activation
and
subsequent
[4+1]
annulation
of
benzamides
with
vinyl
cyclic
carbonates
have
been
developed
for
the
synthesis
isoindolinones,
in
which
electron-rich
alkenes
could
serve
as
one-carbon
units.
This
reaction
proceeds
smoothly
high
regioselectivity
under
oxidant-
silver-free
conditions
exhibits
broad
substrate
scope
functional
group
tolerance
including
some
biological
active
materials.
The
scale-up
derivatizations
product
further
demonstrate
potential
synthetic
utility
this
transformation.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(4), P. 960 - 965
Published: Jan. 19, 2024
Divergent
transformations
of
allenylethylene
carbonates
with
diboron
reagents
catalyzed
by
copper
are
disclosed.
By
using
CuCl/IPr·HCl
as
the
catalyst,
react
B2hex2
to
afford
2,4-dien-1-ols
product
in
presence
Cs2CO3
base,
iPrOH
additive,
and
1,4-dioxane
solvent.
And
they
B2pin2
form
boronic
half
acids
NaOtBu
water
THF
The
reactions
corresponding
products
good
stereoselectivities
yields,
further
derivatizations
study
mechanism
also
demonstrated.
Chemistry - A European Journal,
Journal Year:
2024,
Volume and Issue:
30(24)
Published: Feb. 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.
Organic Chemistry Frontiers,
Journal Year:
2022,
Volume and Issue:
9(18), P. 4861 - 4866
Published: Jan. 1, 2022
A
Pd-catalyzed
decarboxylative
strategy
for
the
asymmetric
construction
of
spiro[4.5]deca-6,9-dien-8-ones
is
reported.
The
epimerization
resultant
products
occurred
under
otherwise
Pd-catalysis.
Chinese Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
43(8), P. 2864 - 2864
Published: Jan. 1, 2023
A
Pd-catalyzed
decarboxylation
strategy
for
the
efficient
synthesis
of
cyclohepta
[b]indoles
in
good
yields
with
to
excellent
enantioselectivities
and
moderate
diastereoselectivities
is
reported.In
this
procedure,
viny
indoloxazolidones
were
activated
by
Pd
catalyst
generate
zwitterionic
intermediates
situ,
which
then
trapped
electro-deficient
diene
species
via
asymmetric
[3＋4]
cycloaddition
process.
Organic Chemistry Frontiers,
Journal Year:
2022,
Volume and Issue:
9(22), P. 6172 - 6178
Published: Jan. 1, 2022
A
palladium-catalyzed
stereoselective
decarboxylative
allylation
of
azlactones
with
vinyl
methylene
cyclic
carbonates
affords
a
series
trisubstituted
allylic
amino
acid
derivatives
in
good
yields
an
exclusive
(
Z
)-configuration.
Chemical Science,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Nov. 26, 2024
The
first
Ni-catalyzed
asymmetric
decarboxylative
strategy
for
the
construction
of
carbocycles
with
contiguous
quaternary
all-carbon
stereocenters
is
reported.
key
to
success
these
reactions
utilization
rationally
designed
allenylic
methylene
cyclic
carbonates
as
substrates
Ni
catalysis.
floppy
group
exerts
unique
electronic
properties
on
carbonate,
which
allows
further
nucleophilic
annulations
alkenes.
These
can
be
performed
at
room
temperature
and
feature
wide
functional
tolerance
excellent
induction
that
typically
>94%
ee.
mechanistic
insights
imply
this
conceptually
new
chemistry
completely
different
from
previous
reports
catalytic
transformation
carbonates,
thus,
it
offers
an
inventive
novel
methodology
create
complex
enantio-enriched
molecules.
Synlett,
Journal Year:
2022,
Volume and Issue:
33(10), P. 903 - 906
Published: Jan. 16, 2022
Abstract
Functionalized
ketones
and
their
derivatives
are
important
building
blocks
in
organic
synthesis
materials
chemistry.
The
development
of
novel
methods
for
the
chemo-,
regio-,
diastereo-,
stereo-,
enantioselective
functionalized
is
a
continuing
endeavor
chemists.
Here,
we
highlight
new
approach
recently
initiated
developed
by
our
group
(enantioenriched)
related
that
based
on
zwitterionic
metal
enolate
1
Introduction
2
Annulations
through
Zwitterionic
Palladium
Enolate
Chemistry
Synthesis
Cyclic
Ketones
3
Nucleophilic
Capture
Metal
(Palladium
or
Copper)
Enolates
Their
Equivalents
4
Conclusion
