Organic Letters,
Journal Year:
2018,
Volume and Issue:
20(20), P. 6403 - 6406
Published: Oct. 1, 2018
A
highly
enantioselective
gold(I)-catalyzed
intermolecular
tandem
cyclization/[3
+
2]
cycloaddition
of
2-(1-alkynyl)-2-alken-1-ones
with
3-stylindoles
was
achieved
by
using
Ming-Phos
as
a
chiral
ligand.
variety
substituted
cyclopenta[c]furans
were
obtained
in
good
yields
(up
to
99%)
excellent
diastereoselectivities
(>20:1)
and
enantioselectivities
97%
ee).
The
salient
features
the
present
protocol
include
mild
conditions,
yields,
high
diastereo-
enantioselectivities,
readily
available
starting
materials
Nature Communications,
Journal Year:
2021,
Volume and Issue:
12(1)
Published: July 29, 2021
Abstract
The
simultaneous
construction
of
two
different
chiralities
via
a
simple
operation
poses
considerable
challenge.
Herein
cationic
gold-catalyzed
asymmetric
hydroarylation
ortho-alkynylaryl
ferrocenes
derivatives
is
developed,
which
enable
the
axial
and
planar
chirality.
here
identified
TY-Phos
derived
gold
complex
responsible
for
high
yield,
good
diastereoselectivity
(>20:1
dr),
enantioselectivities
(up
to
99%
ee)
mild
conditions.
catalyst
system
also
shows
potential
application
in
synthesis
chiral
biaryl
compounds.
cause
enantioselectivity
this
investigated
with
density
functional
theory
caculation.
Organic Letters,
Journal Year:
2018,
Volume and Issue:
20(22), P. 7049 - 7052
Published: Oct. 29, 2018
The
first
intramolecular
enantioselective
cyclopropanation
of
indenes
and
trisubstituted
alkenes
was
accomplished
by
using
new
chiral
phosphine
X5
derived
gold(I)
complexes.
This
reaction
is
a
straightforward,
efficient
method
for
constructing
[5–3–6]
fused-ring
compounds
with
two
vicinal
all-carbon
quaternary
stereogenic
centers,
core
structure
shared
numerous
pharmacological
products,
bioactive
compounds.
salient
features
this
transformation
include
high
enantioselectivity
(up
to
>98%
ee),
excellent
yield
(>97%),
nice
functional
group
tolerance.
Angewandte Chemie,
Journal Year:
2018,
Volume and Issue:
130(32), P. 10530 - 10534
Published: June 20, 2018
Abstract
The
first
example
of
highly
enantioselective
intramolecular
hydroarylation
allyl
aryl
ethers
was
realized
by
palladium‐catalyzed
reductive
heck
reactions
utilizing
a
new
chiral
sulfinamide
phosphine
ligand
(N‐Me‐
XuPhos
).
N‐Me‐
can
be
easily
prepared
on
gram
scale
from
readily
available
starting
materials
in
one‐pot
synthesis
approach.
A
series
optically
active
2,3‐dihydrobenzofurans
bearing
quaternary
stereocenter
were
obtained
good
yields
and
with
excellent
enantioselectivities.
practicality
this
reaction
validated
the
straightforward
CB2
receptor
agonists.
Moreover,
deuterium
efficiently
incorporated
into
products.
ACS Catalysis,
Journal Year:
2017,
Volume and Issue:
7(4), P. 2397 - 2402
Published: Feb. 22, 2017
A
straightforward
and
atom-economical
enantioselective
approach
to
highly
substituted
tetrahydropyrans
is
reported.
The
process,
which
consists
of
an
intermolecular
gold-catalyzed
[2+2+2]
cycloaddition
between
allenamides,
alkenes,
aldehydes,
efficiently
catalyzed
by
both
phosphoramidite-
chiral
N-heterocyclic
carbene-gold
catalysts,
occurs
with
complete
chemoselectivity
regioselectivity,
moderate
diastereoselectivity,
very
good
enantioselectivities.
Organic Letters,
Journal Year:
2018,
Volume and Issue:
20(20), P. 6403 - 6406
Published: Oct. 1, 2018
A
highly
enantioselective
gold(I)-catalyzed
intermolecular
tandem
cyclization/[3
+
2]
cycloaddition
of
2-(1-alkynyl)-2-alken-1-ones
with
3-stylindoles
was
achieved
by
using
Ming-Phos
as
a
chiral
ligand.
variety
substituted
cyclopenta[c]furans
were
obtained
in
good
yields
(up
to
99%)
excellent
diastereoselectivities
(>20:1)
and
enantioselectivities
97%
ee).
The
salient
features
the
present
protocol
include
mild
conditions,
yields,
high
diastereo-
enantioselectivities,
readily
available
starting
materials