Advanced Synthesis & Catalysis,
Год журнала:
2021,
Номер
364(3), С. 565 - 573
Опубликована: Окт. 29, 2021
Abstract
Rh(I)‐catalyzed
decarboxylative
arylation
of
alkynyl
cyclic
carbonates
using
commercially
available
and
low‐toxic
aryl
boronic
acids
has
been
disclosed.
Depending
on
the
nature
carbonates,
methodology
provides
a
straightforward
platform
to
access
either
substituted
2,3‐allenols
or
1,3‐butadiene
derivatives.
Internal
undergo
monoarylation
conveniently
afford
with
high
syn
‐selectivity
for
hydroxy
groups.
Whereas,
terminal
led
formation
diarylated
derivatives
having
cis
‐configuration
two
groups
via
allenyl
rhodium(I)alkoxide
intermediate.
The
compatibility
various
functional
allowed
develop
library
diversely
functionalized
scaffolds
excellent
regioselectivity
in
good
yields.
Late‐stage
transformation
series
natural
products
highlights
wide
applicability
process.
Additionally,
scale‐up
experiments
downstream
transformations
α
‐allenol
into
other
valuable
heterocycles
illustrate
efficacy
protocol.
magnified
image
Organic Letters,
Год журнала:
2023,
Номер
25(8), С. 1274 - 1279
Опубликована: Фев. 17, 2023
A
copper-catalyzed
diastereo-
and
enantioselective
decarboxylative
[3
+
2]
cyclization
reaction
of
alkyne-substituted
cyclic
carbamates
with
azlactones
has
been
established.
range
optically
pure
γ-butyrolactams
bearing
two
vicinal
tetrasubstituted
carbon
stereocenters
were
obtained
in
high
yields
good
to
excellent
stereoselectivities
(up
99%
yield,
99:1
dr,
ee).
This
is
the
first
example
asymmetric
synthesis
containing
sterically
congested
via
a
pathway.
Chemical Communications,
Год журнала:
2023,
Номер
59(49), С. 7483 - 7505
Опубликована: Янв. 1, 2023
Copper-catalyzed
decarboxylative
reactions
are
powerful
strategies
for
the
construction
of
widely
available
skeletons
such
as
allenes,
ethynyl-containing
heterocycles,
and
quaternary
carbon
centers.
Organic Letters,
Год журнала:
2023,
Номер
25(51), С. 9213 - 9218
Опубликована: Дек. 15, 2023
Herein
we
employed
ethynylethylene
carbonates
(EECs)
to
achieve
formal
[4
+
1]
and
[3
3]
cycloaddition
with
cyclic
1,3-dicarbonyl
compounds.
On
one
hand,
EECs
styryl
substitution
could
undergo
a
remotely
controlled
enantioselective
reaction.
This
reaction
exhibits
good
chemoselectivity,
regioselectivity,
enantioselectivity.
In
addition,
of
compounds
was
also
achieved,
leading
series
4H-pyrans
impressive
chemoselectivity
Organic Letters,
Год журнала:
2022,
Номер
24(28), С. 5120 - 5125
Опубликована: Июль 12, 2022
A
copper-catalyzed
decarboxylative
cascade
cyclization
of
propargylic
cyclic
carbonates/carbamates
with
pyridinium
1,4-zwitterionic
thiolates
is
developed.
range
fused
polyheterocyclic
compounds
are
obtained
in
moderate
to
good
yields
excellent
diastereoselectivities.
Of
particular
note
that
four
new
bonds
(two
C-C,
one
C-O/N,
C-S)
and
stereocenters
could
be
efficiently
embedded
into
the
tetracyclic
scaffolds
a
single
step.
Organic Letters,
Год журнала:
2022,
Номер
24(41), С. 7671 - 7676
Опубликована: Окт. 13, 2022
Enantioselective
construction
of
vicinal
tetrasubstituted
carbon
stereocenters
is
a
formidable
challenge
in
organic
synthesis.
A
copper-catalyzed
asymmetric
decarboxylative
propargylic
substitution
with
3-amino
oxindoles
as
trisubstituted
nucleophiles
and
cyclic
carbonates
tertiary
electrophiles
was
developed.
range
3-amino-3,3′-disubstituted
bearing
quaternary-tetrasubstituted
were
obtained
high
yields
good
to
excellent
stereoselectivities
(up
98%
yield,
>20:1
dr,
98.5:1.5
er).
Nature Communications,
Год журнала:
2022,
Номер
13(1)
Опубликована: Ноя. 26, 2022
The
combined
catalytic
systems
derived
from
organocatalysts
and
transition
metals
exhibit
powerful
activation
stereoselective-control
abilities
in
asymmetric
catalysis.
This
work
describes
a
highly
efficient
chiral
aldehyde-nickel
dual
system
its
application
for
the
direct
α-propargylation
reaction
of
amino
acid
esters
with
propargylic
alcohol
derivatives.
Various
structural
diversity
α,α-disubstituted
non-proteinogenic
α-amino
are
produced
good-to-excellent
yields
enantioselectivities.
Furthermore,
stereodivergent
synthesis
natural
product
NP25302
is
achieved,
reasonable
mechanism
proposed
to
illustrate
observed
stereoselectivity
based
on
results
control
experiments,
nonlinear
effect
investigation,
HRMS
detection.
