Angewandte Chemie International Edition,
Journal Year:
2024,
Volume and Issue:
64(1)
Published: Sept. 10, 2024
Different
from
the
reported
work
focusing
on
construction
of
single
P-
or
C-stereocenter
via
hydrophosphinylation
unsaturated
carbon
bonds,
highly
diastereo-
and
enantioselective
reaction
allenes,
conjugated
enynes
1,3-dienes
is
achieved
a
designed
Pd/Co
dual
catalysis
newly
modified
masked
phosphinylating
reagent.
A
series
allyl
motifs
bearing
both
tertiary
C-
P-stereocenter
are
prepared
in
generally
good
yields,
>20
:
1
dr,
rr
99
%
ee.
The
unprecedented
1,3-enynes
established
to
generate
skeletons
containing
nonadjacent
chiral
axis.
first
stereodivergent
also
developed
achieve
all
four
P-containing
stereoisomers.
present
protocol
features
use
only
3-minutes
time
0.1
catalyst,
with
observation
up
730
TON.
set
mechanistic
studies
reveal
necessity
roles
two
metal
catalysts
corroborate
synergistic
process.
Journal of the American Chemical Society,
Journal Year:
2025,
Volume and Issue:
unknown
Published: March 19, 2025
Chiral
phosphoramidates
characterized
by
at
least
a
P–N
bond
without
P–C
demonstrate
significant
applicative
value
within
nucleoside
phosphoramidate
prodrugs.
Despite
the
availability
of
methodologies
for
selective
construction
diverse
chiral
organophosphorus
entities,
achieving
P-stereocenters
solely
substituted
heteroatoms
often
relies
on
diastereomeric
synthesis.
Here,
we
present
catalytic
enantioselective
desymmetrization
strategy
using
an
electrophilic
phosphorus
reagent
with
three
leaving
groups
as
substrate,
enabling
three-phase
nucleophilic
attack
various
alcohols
and
amines.
By
generating
broad
range
possible
substituent
combinations
around
atoms,
this
synthetic
may
expedite
synthesis
screening
biologically
active
phosphoramidates.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(8), P. 1672 - 1676
Published: Feb. 15, 2024
The
(3
+
2)
cycloaddition/sulfur
rearrangement
reaction
of
donor–acceptor
cyclopropanes
bearing
a
single
keto
acceptor
with
indoline-2-thiones
has
been
realized.
Under
the
catalysis
Sn(OTf)2,
series
functionalized
3-indolyl-4,5-dihydrothiophenes
were
synthesized
moderate
to
excellent
yields.
European Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
27(19)
Published: Jan. 11, 2024
Abstract
Vinylcyclopropanes
(VCPs)
are
important
building
blocks
with
multifaceted
reactivity.
Catalytic
asymmetric
ring
opening
of
vinylcyclopropanes
is
a
highly
efficient
process
to
access
valuable
chiral
molecules
diverse
functionalities
that
can
be
further
functionalized
for
series
synthetic
purposes.
VCPs
very
well‐known
substrates
cycloaddition
reactions
and
this
chemistry
has
been
widely
explored.
On
the
contrary,
despite
enormous
potential,
development
new
innovative
strategies
catalytic,
somewhat
underdeveloped.
Recently,
several
significant
examples
have
emerged
in
literature
various
both
activated
unactivated
involve
transition
metal
catalysis.
These
developments
relevant
additions
vinylcyclopropane
chemistry.
In
review,
we
aim
summarize
all
catalytic
transformations
reported
till
date
provide
comprehensive
analysis
these
research
outcomes.
Angewandte Chemie International Edition,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Oct. 5, 2024
P-stereogenic
phosphorus
compounds
are
essential
across
various
fields,
yet
their
synthesis
via
enantioselective
P-C
bond
formation
remains
both
challenging
and
underdeveloped.
We
report
the
first
copper-catalyzed
hydrophosphorylation
of
alkynes,
facilitated
by
a
newly
designed
chiral
1,2-diamine
ligand.
Unlike
previous
methods
that
rely
on
kinetic
resolution
with
less
than
50
%
conversion,
our
approach
employs
distinct
dynamic
asymmetric
transformation
mechanism,
achieving
complete
conversion
racemic
starting
materials.
This
reaction
is
compatible
broad
range
aromatic
aliphatic
terminal
producing
products
high
yields
(up
to
95
%),
exclusive
cis
selectivity,
exceptional
regio-
enantioselectivity
(>20
:
1
r.r.
up
96
ee).
The
resulting
were
further
transformed
into
diverse
array
enantioenriched
scaffolds.
Preliminary
mechanistic
studies
conducted
elucidate
details.
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: March 3, 2025
A
dinickel-catalyzed
direct
asymmetric
allylic
alkylation
of
benzocyclic
ketones
has
been
developed.
This
method
enables
the
efficient
transformation
various
α-alkyl
benzocyclohexanones
and
benzocyclopentanones
with
sulfonamides,
affording
chiral
bearing
α-quaternary
carbon
stereocenters
in
high
yields
excellent
enantioselectivities.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(32), P. 5957 - 5962
Published: Aug. 10, 2023
Chiral
allylic
phosphines
and
gem-difluoroalkenes
are
both
important
structural
motifs
in
various
bioactive
molecules,
chiral
ligands,
natural
products.
These
two
now
integrated,
we
herein
report
a
straightforward
atom-economical
enantioselective
hydrophosphination
of
gem-difluoroallenes
using
disubstituted
phosphines.
A
wide
array
enantioenriched
fluorinated
has
been
accessed
with
excellent
regio-
enantioselectivity
high
efficiency.
Synthetic
catalytic
applications
phosphine
products
have
demonstrated.
Organic & Biomolecular Chemistry,
Journal Year:
2023,
Volume and Issue:
21(31), P. 6312 - 6316
Published: Jan. 1, 2023
A
series
of
indolylthio-functionalized
ketones
were
constructed
via
a
ring-opening
reaction,
and
the
linear
could
be
further
transformed
into
dihydro-2
H
-thiepino[2,3-
b
]indoles.
European Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
27(4)
Published: Dec. 5, 2023
Abstract
The
synthesis
of
P‐stereogenic
phosphorus
compounds
has
gained
considerable
attention
due
to
their
wide
applications
across
many
research
fields.
Among
the
available
strategies,
transition
metal‐catalyzed
asymmetric
transformation
pentavalent
phosphoryl
(H−P(O))
precursors
is
particularly
appealing.
This
approach
involves
a
direct
C−P
bond‐forming
process,
rendering
it
straightforward,
and
employs
readily
available,
bench‐stable
H−P(O)
reagents
that
are
compatible
with
various
metal
catalysts.
Recent
years
have
witnessed
significant
progress
in
this
field,
primary
focus
on
cross‐couplings
hydrophosphorylations.
Concept
article
provides
brief
summary
recent
progress,
highlights
existing
challenges,
discusses
future
directions
exciting
area.
