Iron- and Organo-Catalyzed Borrowing Hydrogen for the Stereoselective Construction of Tetrahydropyrans
Anestis Alexandridis,
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Thibault Rancon,
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Abigail Halliday
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et al.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(27), P. 5788 - 5793
Published: June 27, 2024
Stereocontrolled
oxa-Michael
additions
are
challenging,
given
the
high
reversibility
of
process,
which
ultimately
leads
to
racemization
newly
formed
stereocenters.
When
iron-catalyzed
borrowing
hydrogen
from
allylic
alcohols
was
combined
with
a
stereocontrolled
organocatalytic
addition,
wide
array
chiral
tetrahydropyrans
were
efficiently
prepared.
The
reaction
could
be
performed
in
diastereoselective
manner
pre-existing
stereocenters
or
enantioselectively
achiral
substrates.
key
success
reactivity
iron
complex,
selective
for
alcohol
dehydrogenation
and
irreversibly
led
final
product.
Language: Английский
Enantioselective Borrowing Hydrogen: A Modern Tool to Construct Enantioenriched Molecules
ChemCatChem,
Journal Year:
2024,
Volume and Issue:
unknown
Published: July 2, 2024
Abstract
In
the
quest
for
more
rapid
and
eco‐compatible
preparation
of
complex
molecules
from
widely
available
ones,
borrowing
hydrogen
is
one
most
elegant
manners
to
directly
functionalize
alcohols.
Such
catalytic
cycles
reduce
synthetic
cost,
avoid
waste
additional
steps
associated
with
adjusting
redox
state
functionalization
carbon
chains.
this
field,
last
ten
years
have
seen
development
general
strategies
control
absolute
stereochemistry
created
molecules.
This
enantiocontrol
can
arise
three
distinct
cycle,
namely
initial
dehydrogenation,
carbonyl
or
final
back‐transfer.
review
presents
different
enantioselective
approaches
developed
according
these
principles
highlights
great
potential
transformations,
current
limitations
future
challenges.
Language: Английский
Heterogeneous Mn@CeO2 Catalyst for α-Alkylation of Ketones with Alcohols via Hydrogen-Borrowing Strategy
Rajagopal Swaathy,
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S. Karthikeyan
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ACS Omega,
Journal Year:
2025,
Volume and Issue:
10(9), P. 9649 - 9660
Published: Feb. 24, 2025
Construction
of
a
C-C
bond
via
alkylation
ketones
with
alcohol
as
the
alkylating
source
by
employing
hydrogen-borrowing
strategy
is
attracting
significant
attention
and
highly
appealing
due
to
its
simplicity,
cost-effectiveness,
environmental
benefits,
fact
that
water
only
byproduct.
The
development
heterogeneous
catalysts
based
on
nonprecious
base
metals
progressing
rapidly.
Our
newly
disclosed
manganese-doped
cerium
oxide
nanocomposite
(10
wt
%
Mn@CeO2)
stands
out
cost-efficient
air-stable
catalyst,
synthesized
through
straightforward
coprecipitation
method
employed
for
α-alkylation
primary
alcohols
strategy.
X-ray
diffraction
(XRD)
analysis
confirms
high
crystallinity
CeO2,
while
field
emission
scanning
electron
microscopy
(FE-SEM)
high-resolution
transmission
(HR-TEM)
images
reveal
MnO2
nanoparticles,
measuring
19
nm
in
size,
uniformly
decorated
rod-shaped
CeO2
which
have
size
33
nm.
photoelectron
spectroscopy
(XPS)
uncovers
presence
Mn4+
species
embedded
nanorods.
Electron
paramagnetic
resonance
(EPR)
further
indicates
surface
defects
contribute
impressive
catalytic
yield,
ranges
from
70
98%
α-alkylated
ketones.
Thermogravimetric
(TGA)
demonstrates
remarkable
thermal
stability
maintaining
up
800
°C.
Additionally,
inductively
coupled
plasma
mass
spectrometry
(ICP-MS)
no
leaching
Mn
ions,
emphasizing
heterogeneity
catalyst.
Remarkably,
10
Mn@CeO2
recycled
six
cycles
loss
activity.
This
study
underscores
synergistic
effect
between
metal
redox
pair
key
exceptional
activity
reactions,
making
promising
catalyst
sustainable
efficient
formation.
Language: Английский
Shining a light on Fe-catalyzed borrowing hydrogen alkylation
Salma A. Elsherbeni,
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Tahir Maqbool,
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Md Abdul Bari
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et al.
Trends in Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Feb. 1, 2025
Language: Английский
Deoxygenative 1,3-Carbophosphination of Allylic Alcohols enabled by Manganese Pincer Catalyst
Xin Chen,
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Guanbo Li,
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Hui Ma
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et al.
Organic Chemistry Frontiers,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Jan. 1, 2024
The
first
manganese-catalyzed
three-component
coupling
between
secondary
alcohol,
allylic
and
phosphine
via
borrowing
hydrogen
is
described.
This
four-stage,
one-pot
reaction
afforded
ε-hydroxy
phosphines
in
a
step-economical
fashion.
Language: Английский