Enantioselective cross-dehydrogenative coupling enabled by organocatalysis
Green Chemistry,
Год журнала:
2024,
Номер
26(4), С. 1846 - 1875
Опубликована: Янв. 1, 2024
Organocatalytic
enantioselective
cross-dehydrogenative
coupling
reaction
provides
a
great
opportunity
for
the
synthesis
of
highly
enantioenriched
molecules.
In
this
review,
recent
progress
in
field
is
summarized.
Язык: Английский
TEMPO-Mediated Electrochemical α-Allylation of Tetrahydroisoquinolines
Organic Letters,
Год журнала:
2025,
Номер
unknown
Опубликована: Апрель 25, 2025
A
C(sp3)-H
allylation
of
tetrahydroisoquinolines
has
been
developed
by
combining
Shono
oxidation
with
a
vinylogous
Mannich-type
reaction.
TEMPO
was
used
as
the
electrocatalyst
to
lower
electrode
potential,
improving
functional
group
compatibility.
This
method
provided
practical
and
efficient
tandem
procedure
for
α-allylation
tetrahydroisoquinolines.
The
reaction
proceeded
through
formation
an
iminium
cation
intermediate,
which
generated
in
situ
anodic
oxidation,
followed
nucleophilic
addition
2-allylazaarenes.
Язык: Английский
Advances in Asymmetric Electrochemical Synthesis
Chinese Journal of Organic Chemistry,
Год журнала:
2024,
Номер
44(3), С. 673 - 673
Опубликована: Янв. 1, 2024
Язык: Английский
Bifunctional Chiral Electrocatalysts Enable Enantioselective α‐Alkylation of Aldehydes
Angewandte Chemie International Edition,
Год журнала:
2024,
Номер
unknown
Опубликована: Авг. 22, 2024
Herein,
we
describe
an
innovative
approach
to
the
asymmetric
electrochemical
α-alkylation
of
aldehydes
facilitated
by
a
newly
designed
bifunctional
chiral
electrocatalyst.
The
highly
efficient
electrocatalyst
combines
aminocatalyst
with
redox
mediator.
It
plays
dual
role
as
mediator
for
electrooxidation,
while
simultaneously
providing
remarkable
induction
stereoselective
aldehydes.
Additionally,
this
novel
catalyst
exhibits
enhanced
catalytic
activity
and
excellent
control
comparable
conventional
systems.
As
result,
strategy
provides
new
avenue
versatile
electrochemistry.
electrooxidation
diverse
phenols
enables
C-H/C-H
oxidative
in
chemo-
fashion.
Detailed
mechanistic
studies
experiments
cyclic
voltammetry
analysis
demonstrate
possible
reaction
pathways
origin
enantio-induction.
Язык: Английский
Bifunctional Chiral Electrocatalysts Enable Enantioselective α‐Alkylation of Aldehydes
Angewandte Chemie,
Год журнала:
2024,
Номер
136(39)
Опубликована: Июль 5, 2024
Abstract
Herein,
we
describe
an
innovative
approach
to
the
asymmetric
electrochemical
α‐alkylation
of
aldehydes
facilitated
by
a
newly
designed
bifunctional
chiral
electrocatalyst.
The
highly
efficient
electrocatalyst
combines
aminocatalyst
with
redox
mediator.
It
plays
dual
role
as
mediator
for
electrooxidation,
while
simultaneously
providing
remarkable
induction
stereoselective
aldehydes.
Additionally,
this
novel
catalyst
exhibits
enhanced
catalytic
activity
and
excellent
control
comparable
conventional
systems.
As
result,
strategy
provides
new
avenue
versatile
electrochemistry.
electrooxidation
diverse
phenols
enables
C−H/C−H
oxidative
in
chemo‐
fashion.
Detailed
mechanistic
studies
experiments
cyclic
voltammetry
analysis
demonstrate
possible
reaction
pathways
origin
enantio‐induction.
Язык: Английский