Journal of the American Chemical Society,
Journal Year:
2024,
Volume and Issue:
146(28), P. 19261 - 19270
Published: July 1, 2024
Enantioselective
construction
of
all-carbon
quaternary
stereocenters
has
attracted
much
attention
over
the
past
few
decades.
A
variety
catalytic
asymmetric
methods
have
been
disclosed
based
on
use
presynthesized
complex
reagents
that
impart
congested
steric
hindrance
to
reaction
center,
which
generally
produce
chiral
molecules
through
forming
one
C-C
bond.
The
readily
available
could
build
two
bonds
same
carbonic
center
with
concomitant
assembly
remains
challenging.
Herein,
we
disclose
a
alkyne
multifunctionalization
using
gold
and
spiro
phosphoric
acid
(SPA)
for
synergistic
catalysis.
In
this
method,
accessible
internal
alkynes
served
as
key
carbene
precursors,
followed
by
Organic Letters,
Journal Year:
2021,
Volume and Issue:
23(4), P. 1258 - 1262
Published: Feb. 2, 2021
A
new,
efficient
approach
toward
the
preparation
of
2-aryl-2,3-dihydrobenzofuran
scaffolds
through
Cu/SPDO-catalyzed
[3
+
2]
cycloaddition
between
quinone
ester
and
styrene
derivatives
has
been
developed.
The
procedure
features
excellent
enantioselectivities
(up
to
99%
ee),
high
yields
96%),
broad
substrate
tolerance.
Additionally,
asymmetric
synthesis
natural
corsifurans
B
from
commercially
available
starting
materials
also
achieved
in
two
or
three
steps
using
this
reaction
as
a
key
transformation.
Nature Communications,
Journal Year:
2022,
Volume and Issue:
13(1)
Published: April 29, 2022
The
radical
chemistry
of
ynamides
has
recently
drawn
the
attention
synthetic
organic
chemists
to
construction
various
N-heterocyclic
compounds.
Nevertheless,
ynamide-radical
remains
a
long-standing
challenge
for
due
its
high
reactivity,
undesirable
byproducts,
severe
inherent
regio-
and
chemoselective
problems.
Importantly,
ynamide
C(sp)-N
bond
fission
an
unsolved
challenge.
In
this
paper,
we
observe
Photoinduced
trigger
fission,
structural
reshuffling
functionalization
2-alkynyl-ynamides
prepare
synthetically
inaccessible/challenging
chalcogen-substituted
indole
derivatives
with
excellent
step/atom
economy.
key
breakthroughs
work
includes,
cleavage,
divergent
precursors,
broad
scope,
easy
handle,
larger-scale
reactions,
generation
multiple
bonds
(N-C(sp2),
C(sp2)-C(sp2),
C(sp2)-SO2R/C-SR,
C-I/C-Se/C-H)
in
few
minutes
without
photocatalysts,
metals,
oxidants,
additives.
Control
experiments
13C-labeling
supporting
conclusion
that
sulfone
radicals
contribute
processes
via
pathway.
Chemistry - A European Journal,
Journal Year:
2024,
Volume and Issue:
30(26)
Published: Feb. 17, 2024
Abstract
Asymmetric
catalytic
carbene
reactions
have
been
well
documented
in
the
last
few
decades
for
expeditious
assembly
of
chiral
molecules
with
structural
diversity.
However,
enantioselective
construction
all‐carbon
quaternary
centers
remains
a
challenge
this
area.
In
review
article,
two
types
asymmetric
that
beyond
cyclopropanation,
cyclopropenation,
and
Büchner
reaction,
summarized
centers:
1)
using
species
as
1C
synthon
reacts
trisubstituted
prochiral
center;
2)
sequential
installation
different
C−C
bonds
on
position,
which
features
gem
‐difunctionalization
reaction.
Especially,
metal
‐dialkylation
process,
has
emerged
practical
versatile
method
complex
architectures
from
readily
available
chemical
resources,
is
complementary
approach
centers.
Journal of the American Chemical Society,
Journal Year:
2024,
Volume and Issue:
146(28), P. 19261 - 19270
Published: July 1, 2024
Enantioselective
construction
of
all-carbon
quaternary
stereocenters
has
attracted
much
attention
over
the
past
few
decades.
A
variety
catalytic
asymmetric
methods
have
been
disclosed
based
on
use
presynthesized
complex
reagents
that
impart
congested
steric
hindrance
to
reaction
center,
which
generally
produce
chiral
molecules
through
forming
one
C-C
bond.
The
readily
available
could
build
two
bonds
same
carbonic
center
with
concomitant
assembly
remains
challenging.
Herein,
we
disclose
a
alkyne
multifunctionalization
using
gold
and
spiro
phosphoric
acid
(SPA)
for
synergistic
catalysis.
In
this
method,
accessible
internal
alkynes
served
as
key
carbene
precursors,
followed
by
