ACS Catalysis,
Journal Year:
2020,
Volume and Issue:
10(5), P. 3232 - 3240
Published: Feb. 10, 2020
The
asymmetric
hydrogenation
of
α-boryl
enamides
has
been
developed
using
a
bisphosphine-rhodium
catalyst.
chelate
coordination
the
amido
group
to
rhodium
and
nonbonding
interactions
between
substrate
ligand
play
important
roles
afford
chiral
α-amidoboronic
esters
with
quantitative
conversions,
high
chemoselectivity,
excellent
enantioselectivity
(92–99%
ee).
Computation
catalytic
cycle
revealed
selectivity
both
in
hydrogen
activation
migratory
insertion
steps,
equally
contributing
enantioselectivity.
In
cases,
provided
by
Bpin
contributed
significantly
stabilization
transition
states
lower
energy
pathway.
Journal of the American Chemical Society,
Journal Year:
2018,
Volume and Issue:
140(45), P. 15181 - 15185
Published: Oct. 30, 2018
Enantio-
and
diastereoselective
conjunctive
cross-coupling
of
β-substituted
alkenylboron
"ate"
complexes
is
studied.
Whereas
β-substitution
shifts
the
chemoselectivity
catalytic
reaction
in
favor
Suzuki–Miyaura
product,
use
a
boronic
ester
ligand
derived
from
acenaphthoquinone
allows
process
to
even
with
substituted
substrates.
Chemical Communications,
Journal Year:
2020,
Volume and Issue:
57(4), P. 441 - 459
Published: Dec. 10, 2020
Transition
metal-catalyzed
asymmetric
multicomponent
reactions
using
organoboron
compounds
have
been
utilized
extensively
for
C–B,
C–C,
and
other
bond-forming
reactions.
This
feature
article
highlights
the
important
discoveries
in
this
topic.
Journal of the American Chemical Society,
Journal Year:
2019,
Volume and Issue:
141(36), P. 14126 - 14130
Published: Aug. 27, 2019
α-Functionalization
of
alkyl
boronic
esters
and
homologation
aryl
by
regioselective
radical
C(sp3)-H
activation
in
boron-ate
complexes
is
reported.
Reaction
commercial
or
readily
accessed
acid
pinacol
with
lithium
reagents
provides
complexes.
Selective
α-C-H
abstraction
situ
generated
trifluoromethyl
radicals
leads
to
anions
that
undergo
electron
transfer
oxidation
followed
1,2-aryl/alkyl
migration
from
boron
carbon
give
the
α-arylated/alkylated
esters.
The
valuable
ester
functionality
remains
products
cheap
iodide
acts
as
oxidant
these
C-C
couplings.
1,2-alkyl
highly
stereospecific
allowing
access
stereoisomerically
pure
Angewandte Chemie International Edition,
Journal Year:
2019,
Volume and Issue:
58(32), P. 10956 - 10960
Published: June 28, 2019
A
method
for
the
construction
of
boron-substituted
quaternary
carbons
or
diarylquaternary
by
arylboration
highly
substituted
alkenylarenes
is
presented.
wide
range
alkenes
and
arylbromides
can
participate
in
this
reaction
thus
allowing
a
diverse
assortment
products
to
be
prepared.
In
addition,
solvent
dependent
regiodivergent
1,2-disubstituted
presented,
greatly
increasing
scope
that
accessed.
Angewandte Chemie International Edition,
Journal Year:
2020,
Volume and Issue:
59(26), P. 10311 - 10315
Published: March 25, 2020
Enantioselective
conjunctive
cross-coupling
of
enyne-derived
boronate
complexes
occurs
with
1,4
addition
the
electrophile
and
migrating
group
across
π
system.
This
reaction
pathway
furnishes
α-boryl
allenes
as
product.
In
presence
a
chiral
catalyst,
both
central
axial
chirality
product
can
be
controlled
during
formation.
Nature Communications,
Journal Year:
2023,
Volume and Issue:
14(1)
Published: Sept. 14, 2023
In
recent
years,
numerous
1,2-R
shift
(R
=
aliphatic
or
aryl)
based
on
tetracoordinate
boron
species
have
been
well
investigated.
the
contrary,
corresponding
radical
migrations,
especially
1,2-boryl
for
construction
of
organoborons
is
still
in
its
infancy.
Given
paucity
and
significance
such
strategies
chemistry,
it
urgent
to
develop
other
efficient
alternative
synthetic
protocols
enrich
these
underdeveloped
1,2-boron
before
their
fundamental
potential
applications
could
be
fully
explored
at
will.
Herein,
we
demonstrated
a
visible-light-induced
photoredox
neutral
decarboxylative
cross-coupling
reaction,
which
undergoes
give
translocated
C-radical
further
capture
versatile
acceptors.
The
mild
reaction
conditions,
good
functional-group
tolerance,
broad
β-boryl
NHPI
esters
scope
as
acceptors
make
this
protocol
applicable
modification
bioactive
molecules.
It
can
expected
that
methodology
will
very
useful
tool
an
strategy
primary
via
novel
mode.
ChemCatChem,
Journal Year:
2023,
Volume and Issue:
15(18)
Published: Aug. 3, 2023
Abstract
Asymmetric
multicomponent
reactions
are
considered
as
efficient
protocols
for
constructing
complex
chiral
molecules
because
of
their
step‐
and
atom‐economy.
Nickel‐catalyzed
asymmetric
three‐component
dicarbofunctionalization
alkenes
has
been
well
developed
in
recent
years,
which
is
used
the
area
total
synthesis
natural
products
late‐stage
modification
drugs
rapid
incorporation
sp
3
‐enriched
carbon
centers.
In
this
concept,
significant
breakthroughs
field
summarized,
together
with
related
mechanisms.
Moreover,
remaining
challenges
potential
opportunities
also
highlighted.
Angewandte Chemie International Edition,
Journal Year:
2019,
Volume and Issue:
59(7), P. 2844 - 2849
Published: Dec. 3, 2019
Asymmetric
hydrogenation
has
evolved
as
one
of
the
most
powerful
tools
to
construct
stereocenters.
However,
asymmetric
unfunctionalized
tetrasubstituted
acyclic
olefins
remains
pinnacle
synthesis
and
an
unsolved
challenge.
We
report
herein
discovery
iridium
catalyst
for
first,
generally
applicable,
highly
enantio-
diastereoselective
such
mechanistic
insights
reaction.
The
power
this
chemistry
is
demonstrated
by
successful
a
wide
variety
electronically
sterically
diverse
in
excellent
yield
high
diastereoselectivity.
Angewandte Chemie International Edition,
Journal Year:
2020,
Volume and Issue:
59(39), P. 17245 - 17249
Published: June 24, 2020
A
general
and
efficient
approach
for
the
preparation
of
1,3-bis-(boryl)alkanes
is
introduced.
It
shown
that
readily
generated
vinylboron
ate
complexes
react
with
commercially
available
ICH
