Enantioselective synthesis of molecules with multiple stereogenic elements
Chemical Society Reviews,
Год журнала:
2024,
Номер
53(22), С. 11165 - 11206
Опубликована: Янв. 1, 2024
This
review
explores
the
fascinating
world
of
molecules
featuring
multiple
stereogenic
elements,
unraveling
different
strategies
designed
over
years
for
their
enantioselective
synthesis.
Язык: Английский
Catalytic atroposelective synthesis of indolyl quinazolinones bearing N–N/C–C diaxes
Science China Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 9, 2025
Язык: Английский
Copper‐Catalyzed Desymmetric Alkyne–Azide Cycloaddition to Access Axially Chiral Biaryls
European Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Март 7, 2025
Abstract
Axially
chiral
biaryls
are
an
important
class
of
structural
units
widely
used
in
natural
product
synthesis,
drug
design,
and
as
ligands
for
asymmetric
catalysis.
Although
significant
progress
has
been
made
the
synthesis
axially
biaryls,
some
them
still
limited
to
narrow
substrate
ranges,
low
efficiency,
moderate
stereocontrol.
Herein,
we
describe
a
highly
efficient
route
prepare
atropisomeric
with
triazole
alkyne
modules
through
desymmetrization
prochiral
dialkynyl
diaryls
utilizing
cyclobutyl‐bridge
box
conjunction
copper
salts.
The
process
mild
conditions,
good
functional‐group
tolerance,
can
obtain
wide
array
valuable
biaryl
derivatives
excellent
yields
enantioselectivities.
Язык: Английский
The application and development of cyanating reagents in asymmetric cyanation reactions
Tetrahedron Letters,
Год журнала:
2025,
Номер
unknown, С. 155549 - 155549
Опубликована: Март 1, 2025
Язык: Английский
Hydrocyanation of Non‐Activated Alkenes Without Handling HCN
European Journal of Organic Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Авг. 19, 2024
Abstract
The
hydrocyanation
of
alkenes
can
be
considered
a
straightforward
methodology
that
gives
access
to
different
functionalized
organic
chemistry
entities.
This
is
due
nitrile's
high
versatility,
which
easily
undergo
further
transformations.
However,
this
process
has
traditionally
employed
hazardous
hydrogen
cyanide
as
the
agent.
Therefore,
in
last
decades,
protocols
have
been
developed
accomplish
key
transformation
without
needing
handle
HCN.
In
review,
we
aim
gather
most
recent
works
published
couple
decades
regarding
non‐activated
olefins
absence
gaseous
nitrile
source.
addition,
special
attention
paid
reaction
mechanism
working
each
case.
Язык: Английский
Ni-Catalyzed Desymmetric Radical Cross-Coupling Reaction to Access Axially Chiral Biaryls
Yue-Die Zhu,
Zhen-Yao Dai,
Min Jiang
и другие.
ACS Catalysis,
Год журнала:
2024,
Номер
14(18), С. 13860 - 13866
Опубликована: Сен. 3, 2024
The
synthesis
of
axially
chiral
biaryls
continues
to
garner
significant
attention
in
the
scientific
community.
In
this
work,
we
introduce
a
Ni-catalyzed
desymmetrization
strategy
for
prochiral
dibromoarenes,
conducted
under
mild
reaction
conditions
and
with
good
functional
group
tolerance.
This
method
allows
from
readily
available
coupling
partners,
such
as
aldehydes,
ethers,
unactivated
alkyl
bromides.
Moreover,
has
been
successfully
applied
concise
enantioenriched
azulene-embedded
[7]helicene,
promising
organic
optoelectronics
material.
Язык: Английский
Enantioselective Synthesis of Axially Chiral Allylic Nitriles via Nickel‐Catalyzed Desymmetric Cyanation of Biaryl Diallylic Alcohols
Angewandte Chemie,
Год журнала:
2024,
Номер
unknown
Опубликована: Окт. 18, 2024
Abstract
Axially
chiral
nitriles
are
common
motifs
in
organic
photoelectric
materials,
biological
compounds,
and
agrochemicals.
Unfortunately,
the
limited
synthetic
approaches
to
axially
have
impeded
their
availability.
Herein,
we
report
first
nickel‐catalyzed
desymmetric
allylic
cyanation
of
biaryl
alcohols
for
synthesis
nitrile
structures
high
yields
with
excellent
enantioselectivities
(up
90
%
yield
>99
ee
).
This
process
enables
a
diverse
range
bearing
β
,
γ
‐unsaturated
alcohol
moieties.
Leveraging
cyano
groups
as
versatile
functionalization
handles
allow
further
derivatization
these
frameworks.
Density
functional
theory
(DFT)
calculations
suggest
that
both
steric
electronic
interactions
play
crucial
roles
determining
enantioselectivity
this
transformation.
Moreover,
mild
facile
protocol
is
also
applicable
gram‐scale
preparation
nitriles.
Язык: Английский
Enantioselective Synthesis of Axially Chiral Allylic Nitriles via Nickel‐Catalyzed Desymmetric Cyanation of Biaryl Diallylic Alcohols
Angewandte Chemie International Edition,
Год журнала:
2024,
Номер
unknown
Опубликована: Окт. 18, 2024
Axially
chiral
nitriles
are
common
motifs
in
organic
photoelectric
materials,
biological
compounds,
and
agrochemicals.
Unfortunately,
the
limited
synthetic
approaches
to
axially
have
impeded
their
availability.
Herein,
we
report
first
nickel-catalyzed
desymmetric
allylic
cyanation
of
biaryl
alcohols
for
synthesis
nitrile
structures
high
yields
with
excellent
enantioselectivities
(up
90
%
yield
>99
ee).
This
process
enables
a
diverse
range
bearing
β,γ-unsaturated
alcohol
moieties.
Leveraging
cyano
groups
as
versatile
functionalization
handles
allow
further
derivatization
these
frameworks.
Density
functional
theory
(DFT)
calculations
suggest
that
both
steric
electronic
interactions
play
crucial
roles
determining
enantioselectivity
this
transformation.
Moreover,
mild
facile
protocol
is
also
applicable
gram-scale
preparation
nitriles.
Язык: Английский