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
Development of Configurationally Labile Biaryl Reagents for Atropisomer Synthesis
European Journal of Organic Chemistry,
Год журнала:
2024,
Номер
27(28)
Опубликована: Май 16, 2024
Abstract
Axially
chiral
biaryl
scaffolds
are
important
in
pharmaceuticals,
natural
products,
and
asymmetric
synthesis.
Atroposelective
ring‐opening
of
configurationally
labile
reagents
via
dynamic
kinetic
transformation
provides
a
valuable
approach
to
access
axially
atropisomers.
This
review
summarizes
seminal
contributions
recent
advancements
on
this
topic
based
the
use
different
types
reagents.
Язык: Английский
Asymmetric construction of axial and planar chirality with N-heterocyclic carbene (NHC) organocatalysis
Science China Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Окт. 30, 2024
Язык: Английский
Disclosing the mechanism and origin of stereoselectivity of the NHC-catalyzed transformation reaction of enals with acyl azolium as a key intermediate
Catalysis Science & Technology,
Год журнала:
2024,
Номер
14(15), С. 4302 - 4310
Опубликована: Янв. 1, 2024
The
reaction
mechanism
and
origin
of
stereoselectivity
the
NHC-catalyzed
transformation
an
acyl
azolium
intermediate
have
been
theoretically
investigated
using
DFT
method.
Язык: Английский
Synthesis of Chiral Axially Diaryl Aldehydes by Chiral Phosphoric Acid Catalyzed Desymmetrization Reaction
European Journal of Organic Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Окт. 29, 2024
Abstract
Axially
chiral
biaryl
aldehydes
are
precursors
for
the
synthesis
of
axially
compounds
and
novel
catalysts
great
interest,
which
play
vital
roles
in
extensive
research
fields.
However,
limited
strategies
exist
efficient
aldehydes,
construction
structurally
diverse
remains
challenging.
Herein,
a
strategy
is
reported
with
varying
structures
from
dialdehydes
aromatic
amines
presence
phosphoric
acid
catalyst.
This
protocol
features
excellent
enantioselectivity,
mild
conditions,
good
functional‐group
tolerance.
Язык: Английский