Catalytic Regio- and Enantioselective Boracarboxylation of Arylalkenes with CO2 and Diboron
Journal of the American Chemical Society,
Год журнала:
2024,
Номер
146(5), С. 2888 - 2894
Опубликована: Янв. 26, 2024
Catalytic
asymmetric
carboxylation
of
readily
available
alkenes
with
CO2,
an
abundant
and
sustainable
one-carbon
building
block,
that
gives
access
to
value-added
α-stereogenic
carboxylic
acids
in
atom-
step-economic
manner
is
highly
attractive.
However,
it
has
remained
a
formidable
challenge
for
the
synthetic
community.
Here,
first
example
Cu-catalyzed
regio-
enantioselective
boracarboxylation
reaction
on
various
arylalkenes
diboron
under
atmospheric
pressure
CO2
described,
which
afforded
variety
chiral
β-boron-functionalized
α-aryl
up
87%
yield
97%
ee
mild
conditions.
Importantly,
α-substituted
could
also
be
subject
this
protocol
excellent
enantiopurities,
thereby
rendering
efficient
approach
generation
enantioenriched
α-chiral
all-carbon
quaternary
center.
Moreover,
high
functional
group
tolerance,
scalable
synthesis,
facile
bioactive
compounds,
like
(−)-scopolamine,
(−)-anisodamine,
(−)-tropicamide,
further
demonstrated
utility
strategy.
Язык: Английский
Copper-catalyzed enantioselective diyne cyclizationviaC(sp2)–O bond cleavage
Chemical Science,
Год журнала:
2023,
Номер
14(13), С. 3493 - 3500
Опубликована: Янв. 1, 2023
A
copper-catalyzed
asymmetric
cascade
cyclization
via
C(sp
2
)–O
bond
cleavage
is
disclosed,
affording
a
range
of
chromeno[3,4-
c
]pyrroles
bearing
triaryl
oxa-quaternary
carbon
stereocenter
in
high
yields
and
enantioselectivities.
Язык: Английский
Copper-catalyzed enantioselective desymmetrizing C(sp2)–H functionalization of azide-ynamides via α-imino copper carbenes
Science China Chemistry,
Год журнала:
2024,
Номер
67(9), С. 2982 - 2988
Опубликована: Июль 3, 2024
Язык: Английский
Copper Catalyzed [3+2] Annulation Reaction of Exocyclic Sulfonyl Enamides for the Synthesis of N,O‐Spiroketal and Spiroketal
Chemistry - A European Journal,
Год журнала:
2024,
Номер
30(44)
Опубликована: Июнь 1, 2024
A
copper-catalyzed
[3+2]
annulation
reaction
of
exocyclic
enamines/enol
ethers
with
1,4-benzoquinone
esters
has
been
developed,
providing
facile
access
to
N,O-spiroketals
and
spiroketals
under
mild
conditions
broad
substrate
scope
(26
examples,
71-94
%
yields).
Gram
scale
synthesis
chemical
transformations
demonstrated
that
this
method
is
potentially
useful
in
the
natural
products
drugs
containing
a
N,O-
spiroketal
moiety.
The
chiral
N,O-spiroketal
could
be
obtained
98
ee
after
recrystallization,
when
SaBOX
ligand
was
employed.
Язык: Английский
Strategies and Methods for the Catalytic Asymmetric Synthesis of Benzofuran/Benzopyran Fused Acetals: A Review
Advanced Synthesis & Catalysis,
Год журнала:
2023,
Номер
365(24), С. 4320 - 4333
Опубликована: Ноя. 17, 2023
Benzofuran-
and
benzopyran-fused
polycyclic
acetals
are
found
in
a
variety
of
biologically
active
natural
products.
The
synthetic
methods
toward
this
class
heterocycles
have
fascinated
one
the
most
intensive
pursuits
total
synthesis.
Nevertheless,
stereoselective
towards
rapid
construction
such
skeletons
still
remain
challenging
for
organic
chemists.
Significant
progress
has
been
made
research
area
recent
years,
however,
literature
on
enantioselective
approaches
to
construct
these
molecules
not
fully
reviewed.
Driven
by
their
intriguing
complex
scaffolds
with
potential
usefulness,
we
compose
advances
review
covering
all
important
works
field.
We
hope
will
promote
future
area.
Язык: Английский
Copper-catalyzed atroposelective formal [4+1] annulation of 1,2-diketones with vinyl cations
Chemical Communications,
Год журнала:
2023,
Номер
59(100), С. 14831 - 14834
Опубликована: Янв. 1, 2023
A
copper-catalyzed
atroposelective
formal
[4+1]
annulation
of
1,2-diketones
with
diynes
has
been
developed,
affording
axially
chiral
arylpyrroles
bearing
1,3-dioxole
moieties
high
enantioselectivities
under
mild
conditions.
Язык: Английский
Asymmetric Henry Reaction Using Cobalt Complexes with Bisoxazoline Ligands Bearing Two Fluorous Tags
Kazuki Ishihara,
Yamato Kato,
Narisa Takeuchi
и другие.
Molecules,
Год журнала:
2023,
Номер
28(22), С. 7632 - 7632
Опубликована: Ноя. 16, 2023
The
effect
of
the
presence
fluorous
tags
in
bisoxazoline
ligands
on
stereoselectivity
cobalt-catalyzed
asymmetric
Henry
reaction
was
investigated.
In
contrast
to
obtained
with
conventional
nonfluorous
ligands,
using
bidentate
featuring
two
adjacent
positions
aromatic
ring
yielded
a
reversed
stereoselectivity.
also
when
were
replaced
alkyl
chains
equivalent
length,
albeit
considerably
lesser
degree,
highlighting
tags.
Язык: Английский
Partially carbonized chiral polymer with Cu-bis(oxazoline) as efficient heterogeneous catalyst for asymmetric Henry reaction
New Journal of Chemistry,
Год журнала:
2024,
Номер
48(24), С. 10794 - 10797
Опубликована: Янв. 1, 2024
Through
partially
carbonizing
the
condensation
polymer
CB,
Cu–CB-180
catalyst
achieved
excellent
enantioselectivity
and
recyclability
in
heterogeneous
asymmetric
Henry
reaction.
Язык: Английский
Copper-catalyzed intermolecular formal [4 + 1] annulation of 1,5-diynes with benzocyclobutenones
Tetrahedron Chem,
Год журнала:
2024,
Номер
12, С. 100090 - 100090
Опубликована: Авг. 14, 2024
Язык: Английский
Nickel‐Catalyzed Enantioselective Carbonyl Addition of Aryl Chlorides and Bromides to Aldehydes
Chemistry - A European Journal,
Год журнала:
2024,
Номер
30(47)
Опубликована: Июнь 7, 2024
Abstract
The
Ni‐catalyzed
enantioselective
addition
reaction
of
aryl
halides
to
aldehydes
was
studied
with
cyanobis(oxazoline)
as
chiral
ligands
and
Mn
reductant.
Aryl
heteroaryl
bromides
reacted
phenyl
aldehyde
at
room
temperature
produce
dibenzyl
alcohols
in
16–99
%
yields
53–92
ees.
Moreover,
the
coupling
chloride
a
variety
aryl,
alkyl
demonstrated
presence
cyanobis(oxazoline)/Ni(II)
60
°C
generally
high
moderate
enantioselectivities.
Язык: Английский