Organic & Biomolecular Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Янв. 1, 2024
Unprecedented
free
amine-oriented
regioselective
activations/carbonylations
mediated
by
hexacarbonylmolybdenum
have
been
developed
to
synthesize
5/6-membered
benzolactams
respectively.
Angewandte Chemie International Edition,
Год журнала:
2024,
Номер
63(46)
Опубликована: Июль 25, 2024
Abstract
An
unprecedented
chemodivergent
strategy
for
parallel
kinetic
resolution
(PKR)
is
disclosed
through
which
two
planar
chiral
products
bearing
different
structures
were
simultaneously
afforded
with
opposite
stereoselectivities.
Two
achiral
esters
are
activated
by
one
single
N‐heterocyclic
carbene
(NHC)
catalyst
to
react
the
enantiomers
of
racemic
imine
substrate
in
a
fashion.
distinct
and
stereoselectivities
respectively
from
same
reaction
system
good
excellent
yields,
enantio‐
diastereoselectivities.
Control
experiments
studies
carried
out
probe
dynamic
properties
during
progress.
The
pyridine
lactam
show
interesting
applications
both
asymmetric
synthesis
pesticide
development.
Chemical Science,
Год журнала:
2023,
Номер
14(43), С. 12152 - 12159
Опубликована: Янв. 1, 2023
An
intriguing
chiral
phosphoric
acid-catalyzed
asymmetric
hydrolytic
ring-opening
of
racemic
aziridines
via
regiodivergent
PKR
is
presented,
providing
an
efficient
approach
for
the
construction
β-amino
alcohols.
Organic Letters,
Год журнала:
2024,
Номер
26(29), С. 6290 - 6294
Опубликована: Июль 18, 2024
Strategies
that
fully
convert
available
racemic
substrates
into
valuable
enantioenriched
products
are
urgently
needed
in
organic
synthesis.
Reported
herein
is
the
first
parallel
kinetic
asymmetric
transformation
of
cyclohexadienones.
Racemic
cyclohexadienones
diastereoselectively
converted
a
new
pair
transient
dienol
intermediates,
which
then
protonated
by
chiral
phosphoric
acid
to
deliver
two
sets
hydroindole
bearing
quaternary
stereocenter
with
generally
excellent
enantioselectivity.
JACS Au,
Год журнала:
2024,
Номер
4(11), С. 4445 - 4454
Опубликована: Окт. 14, 2024
The
development
of
chiroptical
molecular
switches
for
chiral
sensing,
data
communication,
optical
displays,
logic
gates,
and
asymmetric
catalysis
is
currently
a
vibrant
frontier
science
technology.
Herein,
we
report
practical
artificial
dynamic
system
based
on
1,2-diaxial
atropisomer.
Organocatalytic
parallel
kinetic
resolution
allows
the
divergent
synthesis
two
sets
stereoisomers
with
vicinal
C-C
N-N
axes
from
same
racemic
single-axis
substrates.
By
simply
varying
configuration
single
catalyst,
all
four
are
accessible.
successive
conduction
covalent
unlocking/locking
thermal-isomerization
processes
enables
sequential
switching
between
atropisomeric
states
electronic
circular
dichroism
signal
reversal,
providing
an
example
multistate
switches.
We
report
a
chiral
phosphoric
acid-catalyzed
hydrolytic
parallel
kinetic
resolution
(HPKR)
of
racemic
epoxides
and
activated
alcohols.
Using
an
acyloxy-assisted
activation
strategy,
this
method
enables
the
highly
stereocontrolled
hydrolysis
under
mild
conditions.
A
wide
range
aryl-substituted
secondary
alcohols
were
effectively
transformed,
providing
corresponding
with
combined
yields
up
to
99%
enantiomeric
ratios
exceeding
99:1.
Advanced Synthesis & Catalysis,
Год журнала:
2024,
Номер
366(21), С. 4294 - 4322
Опубликована: Авг. 17, 2024
Abstract
Optically
active
molecule
architectures
stand
as
an
important
class
of
organic
compounds
and
occupy
a
key
role
in
academic
industrial
communities.
Particularly,
the
molecules
bearing
quaternary
carbon
are
vital
importance
because
its
favorable
conformation
valuable
three‐dimensional
molecules,
which
frequently
play
broad
spectrum
functional
materials,
pharmaceutical
relevant
natural
agrochemicals.
Over
past
few
decades,
large
number
synthetic
strategies
for
enantioselective
construction
with
chiral
centers
have
been
focus
research
initiatives.
In
this
review,
state‐of‐the‐art
toward
synthesis
enantioenriched
stereocenters
summarized,
could
be
segmented
into
four
categories:
1)
Construction
optically
by
addition
to
prochiral
sp
2
carbon;
2)
all‐carbon
via
substitution
at
non‐chiral
tetra‐substituted
3)
kinetic
resolution;
4)
desymmetrization
reactions.
Chinese Journal of Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Дек. 20, 2024
Comprehensive
Summary
Herein,
a
[1,2]‐phospha‐Brook
rearrangement‐initiated
palladium‐catalyzed
cyclization
reaction
for
base‐controlled
selective
synthesis
of
2
H
‐isoindole‐1‐carboxamide
and
‐isoindole‐1‐carbonitrile
derivatives
has
been
described.
This
strategy
features
double
isocyanide
insertion,
efficient
bond
combinations,
simple
operation
conditions.
Mechanistic
studies
show
that
the
rearrangement
is
key
step
in
this
reaction.
protocol
offers
novel
concise
‐isoindole
derivatives.
ACS Catalysis,
Год журнала:
2024,
Номер
unknown, С. 18701 - 18707
Опубликована: Дек. 8, 2024
Chiral
2,5-disubstituted
pyrrolidines
are
ubiquitous
subunits
in
natural
products,
bioactive
compounds,
pharmaceuticals,
and
chiral
catalysts.
However,
their
asymmetric
synthesis
still
presents
a
formidable
challenge.
We
herein
report
rare
example
of
diastereodivergent
parallel
kinetic
resolution
racemic
2-substituted
via
C(sp3)–H
borylation.
A
vast
array
enantioenriched
cis-
trans-2,5-disubstituted
were
obtained
with
high
enantioselectivities.
The
synthetic
utility
was
demonstrated
by
downstream
transformations,
including
the
optically
active
pyrrolidine
197B
cis-pyrrolidine
225H.