Enantioselective Synthesis of Hydrindanes via Palladium-Catalyzed Asymmetric Desymmetrization of Cyclohexadiene Derivatives
Shu Sen Wu,
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Miaomiao Li,
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Jiajun Lu
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et al.
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Feb. 5, 2025
We
herein
disclose
a
strategy
for
the
asymmetric
desymmetrization
of
cyclohexadiene
derivatives
via
palladium-catalyzed
Heck
and
tandem
Heck/Tsuji-Trost
allylic
alkoxylation
reaction.
By
employing
DCE
as
solvent,
we
obtained
variety
chiral
hydrindanes
containing
an
all-carbon
quaternary
carbon
center
tertiary
in
good
yields
with
excellent
enantioselectivities.
With
alcohols
valuable
one
stereocenter
two
centers
were
constructed
high
level
enantioinduction.
Language: Английский
Catalytic construction of P-stereogenic center via phosphorus-centered nucleophilic substitution
Chinese Chemical Letters,
Journal Year:
2025,
Volume and Issue:
unknown, P. 111052 - 111052
Published: March 1, 2025
Language: Английский
Organocatalytic Enantioselective Arylation to Access Densely Aryl-Substituted P-Stereogenic Centers
Huilin Hu,
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Siqiang Fang,
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Xingjie Luo
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et al.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Dec. 23, 2024
Although
methods
for
synthesizing
chiral
phosphorus
scaffolds
are
available,
the
potential
of
this
molecular
chirality
remains
largely
unexplored.
Herein,
we
present
a
remote
desymmetrization
prochiral
biaryl
phosphine
oxides
through
an
organocatalytic
asymmetric
arylation.
This
metal-free
approach
enables
efficient
synthesis
wide
range
densely
functionalized
P(V)-stereogenic
compounds
with
good
to
excellent
yields
and
satisfactory
enantioselectivities.
Mechanistic
studies
reveal
that
hydrogen
bonding
ion-pairing
interactions
crucial
achieving
precise
stereocontrol
in
transformation.
Language: Английский
A Catalytic Enantioselective Suzuki Coupling for the Modular Construction of Axially Chiral BODIPYs with Bright Solid-State Emission
Organic Letters,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Dec. 17, 2024
The
development
of
chiral
BODIPYs
attracts
remarkable
interest
due
to
their
unique
properties,
structural
diversity,
and
good
photochemical
stability,
whereas
achieving
the
construction
maintains
scarce.
Herein,
we
present
an
enantioselective
synthesis
axially
through
Suzuki-Miyaura
coupling.
newly
synthesized
coassembly
showed
desirable
photophysical
including
high
fluorescence
quantum
yields
intense
CPL,
both
in
solution
solid
state.
Language: Английский
Synthesis of succinyldiamides containing all-quaternary carbon center by photo-induced amidation/smiles rearrangement of alkenes
Organic & Biomolecular Chemistry,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Dec. 23, 2024
A
novel,
mild,
and
environmentally
friendly
method
was
developed
for
the
synthesis
of
quaternary-carbon-containing
succinyldiamides.
This
found
to
be
compatible
with
many
substrates.
Language: Английский