Chiral P,N,N‐Ligands for Asymmetric Hydrogenation
Advanced Synthesis & Catalysis,
Год журнала:
2024,
Номер
366(10), С. 2165 - 2185
Опубликована: Апрель 9, 2024
Abstract
The
chiral
P,N,N‐ligands
represented
a
new
type
of
tridentate
ligand
developed
in
recent
years
and
displayed
wide
utilities
asymmetric
catalysis.
In
the
past
decades,
numerous
with
ferrocene,
phenethylamine
spiro
backbones
were
synthesized
by
addition
an
aminopyridine,
imidazole
or
diamines
coordinating
group.
These
showed
excellent
performance
ruthenium,
iridium,
manganese,
cobalt‐catalyzed
hydrogenations.
A
range
substrates,
including
simple
ketones,
α‐halogenated
α‐hydroxy
α‐
β‐amino
keto‐
ones,
α‐,
γ‐,
δ‐keto
acids,
β‐keto
amides,
β‐
esters,
β‐enones,
olefins,
imines,
quinolines
indoles,
could
be
hydrogenated
to
afford
corresponding
products
high
yields
enantioselectivities.
this
review,
progress
on
hydrogenation
C=O,
C=N,
C=C
bonds
was
summarized.
Язык: Английский
Highly Efficient and Enantioselective Iridium-Catalyzed Asymmetric Reductive Cycloetherification
Journal of the American Chemical Society,
Год журнала:
2024,
Номер
unknown
Опубликована: Ноя. 25, 2024
A
catalytic
protocol
for
the
iridium-catalyzed
asymmetric
hydrogenation
(AH)
of
γ-
or
δ-hydroxy
ketones
to
rapidly
assemble
various
aliphatic
enantioenriched
tetrahydrofurans
(THFs)
tetrahydropyrans
(THPs)
is
disclosed.
wide
range
THFs
THPs
were
obtained
in
high
yields
and
excellent
enantioselectivities
(up
99%
up
96.5:3.5
er).
The
dynamic
kinetic
resolution
(DKR-AH)
process
was
also
achieved,
simultaneously
constructing
THP
scaffolds
with
two
contiguous
stereogenic
centers
stereoselectivities
92%
yield,
98.5:1.5
er
>20:1
dr).
Mechanistic
investigation
indicates
that
key
step
reaction
involves
AH
challenging
cyclic,
oxocarbenium
ions.
Furthermore,
this
enantioselective
approach
could
be
carried
out
on
a
gram
scale,
cyclic
ethers
further
transformed
into
an
array
useful
building
blocks
natural
products
bioactive
molecules.
Язык: Английский
Cobalt‐Catalyzed Hydroarylation of 2,3‐Dihydrofuran to Access α‐Arylated Tetrahydrofurans
ChemCatChem,
Год журнала:
2024,
Номер
unknown
Опубликована: Ноя. 11, 2024
Abstract
The
α
‐arylated
tetrahydrofurans,
commonly
found
in
biologically
active
molecules,
exhibit
diverse
biological
activities
and
pharmacological
effects.
functionalization
of
2,3‐dihydrofuran
offers
a
potential
route
for
the
synthesis
substituted
tetrahydrofurans.
Nevertheless,
development
earth‐abundant
metal‐catalyzed
regioselective
hydrofunctionalization
tetrahydrofurans
remains
to
be
pursued.
Herein,
we
report
cobalt‐catalyzed
hydroarylation
2,3‐dihydrofuran,
which
serves
as
first
example
cobalt
hydride‐catalyzed
alkene
hydroarylation.
This
reaction
provides
an
efficient
method
with
high
efficiency,
exclusive
‐arylation
selectivity,
remarkable
functional
group
compatibility.
Язык: Английский