ACS Catalysis,
Journal Year:
2021,
Volume and Issue:
12(1), P. 536 - 543
Published: Dec. 20, 2021
A
one-pot
construction
of
bicyclo[3.2.1]oct-6-ene
frameworks
involves
gold-catalyzed
(4
+
3)-cycloadditions
between
2-(1-alkynyl)-2-alken-1-ones
and
substituted
cyclopentadienes;
diastereoselectivity
(dr
>25:1)
enantioselectivity
(up
to
99.9%
ee)
are
achieved
with
a
chiral
gold
catalyst.
Our
DFT
calculations
suggest
three-step
ionic
mechanism
for
the
cycloadditions
gold-containing
1,3-dipoles
cyclopentadienes,
in
which
an
exo-spatial
arrangement
is
preferable.
Chemical Society Reviews,
Journal Year:
2022,
Volume and Issue:
51(10), P. 4146 - 4174
Published: Jan. 1, 2022
The
advances
on
metal-catalysed
high-order
dipolar
annulations
were
comprehensively
summarized
in
this
review.
To
further
exploit
the
potential
of
unique
annulation
strategy,
a
research
outlook
was
also
proposed.
Angewandte Chemie International Edition,
Journal Year:
2021,
Volume and Issue:
60(23), P. 12775 - 12780
Published: March 30, 2021
Abstract
We
report
herein
a
gold
and
palladium
sequential
catalysis
system
to
access
furan‐fused
nine‐membered
heterocycles
in
high
efficiency
enantioselectivity.
In
this
one‐pot
procedure,
easily
accessible
enynamides
undergo
cyclization
generate
azadienes
situ
that
participate
enantioselective
formal
[5+4]
cycloaddition
with
vinyl
ethylene
carbonates.
Conformation‐controlled
highly
diastereoselective
derivatizations
of
these
medium‐sized
rings,
coupled
oxidative
furan
cleavage,
have
enabled
the
diverse
densely‐functionalized
lactams.
Journal of the American Chemical Society,
Journal Year:
2022,
Volume and Issue:
144(28), P. 12619 - 12626
Published: July 8, 2022
Chiral
organophosphorous
compounds
are
very
important
in
catalysis,
organic
syntheses,
and
medicinal
chemistry.
However,
catalytic
enantioselective
protocols
for
the
axially
chiral
allenyl
phosphorus
have
never
been
reported.
Herein,
a
palladium-catalyzed
carbon–phosphorus
bond
formation
reaction
affording
phosphonates
has
developed.
The
enjoys
high
yields
ees
accommodating
wide
range
of
functional
groups.
Mechanistic
studies
unveiled
an
overwhelming
kinetic
resolution
process.
Organic Chemistry Frontiers,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Jan. 1, 2025
The
hydride
transfer-enabled
divergent
application
of
5-amino-isoxazoles
for
the
controllable
construction
diverse
tetrahydroquinolines
and
tetrahydroquinazolines
was
disclosed
with
employment
different
Lewis
acids.
Organic Letters,
Journal Year:
2021,
Volume and Issue:
23(21), P. 8455 - 8459
Published: Oct. 15, 2021
A
radical-mediated
three-component
1,4-sulfonylarylation
of
1,3-enynes
with
aryl
iodides
and
sulfinate
salts
using
cooperative
photoredox/nickel
catalysis
is
described.
This
protocol
enables
the
synthesis
tetrasubstituted
sulfonyl-containing
allenes
under
redox-neutral
conditions
provides
a
versatile
1,3-enyne
1,4-difunctionalization
platform
for
diverse
range
high
chemo-
regioselectivities,
excellent
functional
group
tolerance,
broad
substrate
scope.
Angewandte Chemie International Edition,
Journal Year:
2022,
Volume and Issue:
61(24)
Published: March 25, 2022
Catalytic
asymmetric
synthesis
of
chiral
endocyclic
allenes
remains
a
challenge
in
allene
chemistry
owing
to
unfavored
tension
and
complex
chirality.
Here,
we
present
new
relay
strategy
merging
Pd-catalyzed
[3+2]
annulation
with
enyne-Cope
rearrangement,
providing
facile
route
9-membered
high
efficiency
enantioselectivity.
Moreover,
theoretical
calculations
experimental
studies
were
performed
illustrate
the
critical,
but
unusual
Cope
rearrangement
that
allows
for
complete
central-to-axial
chirality
transfer.
ACS Catalysis,
Journal Year:
2022,
Volume and Issue:
12(7), P. 4046 - 4053
Published: March 16, 2022
Gold(I)
complexes
of
a
chiral
phosphoric
acid-functionalized
phosphine
the
CPA-Phos
series
enable
enantioselective
multicomponent
reactions
between
aldehydes,
hydroxylamines
and
cyclic
yne-enones,
leading
to
3,4-dihydro-1H-furo[3,4-d][1,2]oxazines.
This
represents
rare
example
highly
reaction
in
gold(I)
catalysis.
The
proceed
at
low
catalyst
loading
provide
high
yields,
total
diastereoselectivity,
enantiomeric
excesses
up
99%.
Silver-free
conditions
can
be
applied.
method
has
very
broad
scope
as
it
applies
both
aliphatic
aromatic
aldehydes
hydroxylamines,
variety
yne-enone-derived
oximes.
DFT
calculations
complement
this
study
enlighten
reactivity
issues
mechanistic
pathways.
Organic Chemistry Frontiers,
Journal Year:
2023,
Volume and Issue:
10(13), P. 3347 - 3352
Published: Jan. 1, 2023
A
variety
of
enantioenriched
spirofuro[2,3-
b
]azepine-5,3’-indoline
derivatives
were
synthesized
via
Au(I)/chiral
NHC
relay
catalyzed
cycloisomerization/asymmetric
[4+3]
annulation.
Organic Chemistry Frontiers,
Journal Year:
2023,
Volume and Issue:
10(4), P. 916 - 922
Published: Jan. 1, 2023
A
novel
gold-catalyzed
cycloisomerization/[2
+
1]cycloaddition/rearrangement
of
enyne-amides
and
sulfur
ylides
is
reported.
This
strategy
enables
rapid
efficient
construction
a
series
α-pyrone
derivatives.
