The Journal of Organic Chemistry,
Год журнала:
2023,
Номер
88(14), С. 9803 - 9810
Опубликована: Июль 3, 2023
By
conducting
density
functional
theory
(DFT)
calculations,
the
detailed
reaction
mechanisms
of
aldimines
with
tributyltin
cyanide
under
catalytic
influence
chiral
oxazaborolidinium
ion
(COBI)
have
been
uncovered.
Three
potential
pathways
were
examined,
and
two
stereoselective
routes
determined
for
most
energetically
favorable
mechanism.
In
primary
route,
a
proton
is
transferred
from
COBI
catalyst
to
aldimine
substrate,
which
then
followed
by
C–C
bond
formation
produce
final
product.
Subsequently,
NBO
analyses
stereoselectivity-determining
transition
states
conducted
identify
crucial
role
hydrogen
interactions
in
controlling
stereoselectivity.
These
computed
findings
should
prove
invaluable
comprehending
underlying
origins
stereoselectivity
COBI-mediated
reactions
this
type.
Chemical Reviews,
Год журнала:
2024,
Номер
124(14), С. 8657 - 8739
Опубликована: Июль 2, 2024
Chiral
phosphorus
ligands
play
a
crucial
role
in
asymmetric
catalysis
for
the
efficient
synthesis
of
useful
optically
active
compounds.
They
are
largely
categorized
into
two
classes:
backbone
chirality
and
P-stereogenic
ligands.
Most
reported
belong
to
former
class.
Privileged
ones
such
as
BINAP
DuPhos
frequently
employed
wide
range
catalytic
transformations.
In
contrast,
latter
class
has
remained
small
family
many
years
mainly
because
their
synthetic
difficulty.
The
late
1990s
saw
emergence
novel
with
superior
enantioinduction
ability
Rh-catalyzed
hydrogenation
reactions.
Since
then,
numerous
have
been
synthesized
used
This
Review
summarizes
thus
far,
including
stereochemical
electronic
properties
that
afford
high
excellent
enantioselectivities.
Examples
reactions
use
this
described
together
applications
construction
key
intermediates
natural
products
therapeutic
agents.
literature
covered
dates
back
1968
up
until
December
2023,
centering
on
studies
published
later
years.
Organic Chemistry Frontiers,
Год журнала:
2023,
Номер
10(11), С. 2670 - 2679
Опубликована: Янв. 1, 2023
A
general
mechanistic
map
involving
multiple
intermediates
and
pathways
has
been
proposed
systematically
studied
for
NHC-catalyzed
transformation
reactions
of
saturated
carboxylic
anhydrides.
Organic Chemistry Frontiers,
Год журнала:
2024,
Номер
11(16), С. 4391 - 4401
Опубликована: Янв. 1, 2024
The
mechanism
and
origin
of
regio-
diastereoselectivity
in
the
reaction
divergent
[3
+
2]
annulation
aliphatic
aldimines
with
alkenes
by
scandium-catalyzed
β-C(sp
3
)–H
activation
have
been
revealed
detail
using
DFT
calculations.
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.
