Recent advances in organocatalytic atroposelective reactions
Beilstein Journal of Organic Chemistry,
Год журнала:
2025,
Номер
21, С. 55 - 121
Опубликована: Янв. 9, 2025
Axial
chirality
is
present
in
a
variety
of
naturally
occurring
compounds,
and
becoming
increasingly
relevant
also
medicine.
Many
axially
chiral
compounds
are
important
as
catalysts
asymmetric
catalysis
or
have
chiroptical
properties.
This
review
overviews
recent
progress
the
synthesis
via
organocatalysis.
Atroposelective
organocatalytic
reactions
discussed
according
to
dominant
catalyst
activation
mode.
For
covalent
organocatalysis,
typical
enamine
iminium
modes
presented,
followed
by
N
-heterocyclic
carbene-catalyzed
reactions.
The
bulk
devoted
non-covalent
activation,
where
Brønsted
acids
feature
most
prolific
catalytic
structure.
last
part
article
discusses
hydrogen-bond-donating
other
motifs
such
phase-transfer
catalysts.
Язык: Английский
β-Thioamide Sulfone Enabled Copper-Catalyzed Ring-Opening/Sulfonylation of Cyclopropenes: Access to Alkyl Aryl Sulfones
Organic Letters,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 9, 2025
Sulfone
motifs
play
important
roles
in
bioactive
compounds
and
functional
materials.
The
development
of
efficient
methodologies
for
constructing
sulfonyl-containing
has
thus
attracted
considerable
attention.
Here,
we
introduce
a
protocol
the
preparation
alkyl
aryl
sulfones
under
mild
conditions.
This
employs
β-thioamide
sulfone
as
novel
motif
donor.
It
forms
sulfinates
situ
basic
conditions,
which
then
undergo
cross-coupling
with
intermediates
that
were
generated
from
ligand-free
copper-catalyzed
cyclopropenes
(CPEs)
ring
opening.
Язык: Английский
Recent Advances in Catalytic Transformations of ortho-Alkynylnaphthols
Tetrahedron,
Год журнала:
2025,
Номер
unknown, С. 134726 - 134726
Опубликована: Май 1, 2025
Язык: Английский
Recent advances in the synthesis of γ-keto sulfones
Organic & Biomolecular Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 1, 2025
In
this
article,
the
synthesis
of
γ-keto
sulfones
over
period
from
2020
to
present
will
be
discussed,
and
related
reaction
mechanisms
also
discussed.
Язык: Английский
Electrochemical Synthesis of Alkenylsulfonates from Alkynes, NaHSO3 and Alcohols
Chinese Journal of Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Ноя. 7, 2024
Comprehensive
Summary
Alkenylsulfonates
are
commonly
encountered
in
medicinal
chemistry,
polymer
and
organic
synthesis.
In
this
research,
an
electrochemical
reaction
involving
alkynes,
NaHSO
3
,
alcohols
has
been
developed.
This
method
yields
functionalized
alkenylsulfonates
good
with
broad
functional
group
tolerance.
Mechanism
studies
indicate
that
anodic
oxidation
of
inorganic
sulfite,
radical
insertion
process,
HAT
process
involved
transformation.
Язык: Английский
A Three-Component Reaction of Alkenyl Thianthrenium Salts, Cyclopropanols and Sulfur Dioxide
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
90(1), С. 908 - 912
Опубликована: Дек. 31, 2024
A
three-component
reaction
of
alkenyl
thianthrenium
salts,
cyclopropan-1-ols
and
DABCO·(SO2)2
under
catalyst-
additive-free
conditions,
is
accomplished.
This
sulfonylation
with
the
insertion
sulfur
dioxide
works
efficiently
very
mild
leading
to
a
wide
range
1-substituted
vinyl
sulfones
in
moderate
good
yields.
In
this
protocol,
scope
generality
salts
cyclopropyl
alcohols
demonstrated.
Язык: Английский
Substrate-Controlled Electrochemical Reaction of 2-Alkynylbenzamides, Inorganic Sulfites, and Alcohols
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(22), С. 16873 - 16882
Опубликована: Ноя. 6, 2024
Isoindolones
constitute
a
dominant
structural
class
in
synthetic
and
medicinal
chemistry.
In
this
research,
an
electrochemical
reaction
involving
2-alkynylbenzamides,
inorganic
sulfites,
alcohols
was
first
established
to
provide
sulfonyl
ester-substituted
3-hydroxyisoindolinone
derivatives
moderate
good
yields
with
excellent
functional
group
tolerance.
When
bulky
aryl-substituted
2-alkynylbenzamides
are
utilized
as
substrates,
3-alkylideneisoindolinones
can
be
selectively
generated
chemoselectivity.
Alkoxysulfonyl
radicals
derived
from
the
anodic
oxidation
of
sulfite
involved
transformation.
Язык: Английский
Recent advances in asymmetric synthesis via cyclopropanol intermediates
Organic & Biomolecular Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Дек. 4, 2024
The
review
summarizes
achievements
in
stereoselective
and
stereoretentive
transformations
of
cyclopropanols
suitable
for
asymmetric
synthesis.
Язык: Английский
Chiral Brønsted Acid‐Catalyzed Asymmetric Reaction via Vinylidene Ortho‐Quinone Methides
Chemistry - A European Journal,
Год журнала:
2024,
Номер
30(49)
Опубликована: Июнь 26, 2024
Vinylidene
ortho-quinone
methides
(VQMs)
have
been
proven
to
be
versatile
and
crucial
intermediates
in
the
catalytic
asymmetric
reaction
last
decade,
thus
drawn
considerable
concentrations
on
account
of
practical
application
construction
enantiomerically
pure
functional
organic
molecules.
However,
comparison
well
established
chiral
Brønsted
base-catalyzed
via
VQMs,
acid-catalyzed
is
rarely
studied
there
no
systematic
summary
date.
In
this
review,
we
summarize
recent
advances
VQMs
according
three
types
reactions:
a)
intermolecular
nucleophilic
addition
VQMs;
b)
cycloaddition
c)
intramolecular
cyclization
VQMs.
Finally,
put
forward
remained
challenges
opportunities
for
potential
breakthroughs
area.
Язык: Английский
Sulfonylation/cyclization of alkynes with sulfonyl chlorides by copper catalysis
New Journal of Chemistry,
Год журнала:
2024,
Номер
48(47), С. 19746 - 19749
Опубликована: Янв. 1, 2024
A
gentle
and
remarkably
effective
copper-catalyzed
method
for
the
cascade
sulfonylation
of
alkynes
using
sulfonyl
chlordies
as
direct
sulfonylating
reagents,
is
presented.
Язык: Английский