Organic Letters,
Journal Year:
2020,
Volume and Issue:
22(4), P. 1475 - 1479
Published: Jan. 28, 2020
Organometallic
complexes
[Ru-Colefin(sp2)-Ru(II)-Pheox
2a-2d]
containing
a
Ru-Colefin(sp2)
bond
have
been
prepared
from
unsaturated
chiral
oxazoline
derivatives
and
evaluated
for
asymmetric
cyclopropanation
reactions.
The
corresponding
optically
active
cyclopropanes
were
obtained
with
high
yields
stereoselectivities
(≥99/<1
trans/cis,
99%
trans
ee).
enantioselectivities
found
to
be
affected
by
the
geminal
substituent
on
Ru-C(sp2)
bond.
In
particular,
Ru(II)-Prox
catalyst
2c,
in
which
there
was
no
metal,
shown
highest
enantioselectivities.
Chemical Reviews,
Journal Year:
2020,
Volume and Issue:
121(14), P. 8613 - 8684
Published: Nov. 2, 2020
Three-
and
four-membered
rings,
widespread
motifs
in
nature
medicinal
chemistry,
have
fascinated
chemists
ever
since
their
discovery.
However,
due
to
energetic
considerations,
small
rings
are
often
difficult
assemble.
In
this
regard,
homogeneous
gold
catalysis
has
emerged
as
a
powerful
tool
construct
these
highly
strained
carbocycles.
This
review
aims
provide
comprehensive
summary
of
all
the
major
advances
discoveries
made
gold-catalyzed
synthesis
cyclopropanes,
cyclopropenes,
cyclobutanes,
cyclobutenes,
corresponding
heterocyclic
or
heterosubstituted
analogs.
Chemical Science,
Journal Year:
2020,
Volume and Issue:
11(35), P. 9341 - 9365
Published: Jan. 1, 2020
This
review
summarizes
the
advances
in
catalytic
enantioselective
construction
of
vicinal
quaternary
carbon
stereocenters,
introduces
major
synthetic
strategies
and
discusses
their
advantages
limitations,
outlines
opportunities.
Angewandte Chemie International Edition,
Journal Year:
2019,
Volume and Issue:
58(33), P. 11444 - 11448
Published: June 14, 2019
Abstract
Reported
herein
is
an
asymmetric
Pd/PC‐Phos‐catalyzed
denitrogenative
cyclization
of
benzotriazoles
with
allenes
and
N‐allenamides,
representing
the
first
example
enantioselective
cyclizations
benzotriazoles.
A
series
optically
active
3‐methyleneindolines
were
obtained
in
good
yields
high
ee
values.
The
use
inexpensive
readily
available
starting
materials,
regio‐
enantioselectivity,
a
broad
substrate
scope,
mild
reaction
conditions,
no
need
for
base,
as
well
versatile
functionalization
make
this
approach
attractive.
Angewandte Chemie International Edition,
Journal Year:
2020,
Volume and Issue:
59(51), P. 22957 - 22962
Published: Sept. 25, 2020
Abstract
The
first
example
of
highly
enantioselective
fluoroarylation
gem‐difluoroalkenes
with
aryl
halides
is
presented
by
using
a
new
chiral
sulfinamide
phosphine
(
Sadphos
)
type
ligand
TY‐Phos
.
N‐Me‐
can
be
easily
synthesized
on
gram
scale
from
readily
available
starting
materials
in
three
steps.
Salient
features
this
work
including
materials,
good
yields,
high
enantioselectivities
as
well
broad
substrate
scope
make
approach
very
practical
and
attractive.
Notably,
the
asymmetric
synthesis
an
analogue
biologically
active
molecule
also
reported.
Chemistry - An Asian Journal,
Journal Year:
2021,
Volume and Issue:
16(5), P. 364 - 377
Published: Jan. 2, 2021
Asymmetric
gold
catalysis
has
been
rapidly
developed
in
the
past
ten
years.
Breakthroughs
have
made
by
rational
design
and
meticulous
selection
of
chiral
ligands.
This
review
summarizes
newly
gold-catalyzed
enantioselective
organic
transformations
recent
progress
ligand
(since
2016),
organized
according
to
different
types
ligands,
including
bisphosphine
monophosphine
phosphite-derived
N-heterocyclic
carbene
ligands
for
asymmetric
gold(I)
as
well
heterocyclic
oxazoline
gold(III)
catalysis.
Angewandte Chemie International Edition,
Journal Year:
2020,
Volume and Issue:
59(49), P. 21991 - 21996
Published: Sept. 2, 2020
Abstract
A
palladium‐catalyzed
intermolecular
dynamic
kinetic
asymmetric
dearomatization
of
3‐arylindoles
with
internal
alkynes
was
developed
the
use
achiral
Xantphos
and
chiral
sulfinamide
phosphine
ligand
(
PC‐Phos
)
as
co‐ligands.
This
method
could
deliver
various
spiro[indene‐1,3′‐indole]
compounds
in
good
yields
(up
to
95
%
yield)
up
98
ee
.
The
salient
features
transformation
include
readily
available
substrates,
ease
scale‐up
versatile
functionalization
products.
mechanistic
experiments
gave
some
insights
on
active
intermediates.
Journal of the American Chemical Society,
Journal Year:
2023,
Volume and Issue:
145(8), P. 4378 - 4383
Published: Feb. 16, 2023
2,3-Dihydrobenzofurans
are
crucial
building
blocks
in
the
synthesis
of
natural
products
and
pharmaceutical
molecules.
However,
their
asymmetric
has
been
a
long-standing
formidable
challenge
so
far.
In
this
work,
we
developed
highly
enantioselective
Pd/TY-Phos-catalyzed
Heck/Tsuji-Trost
reaction
o-bromophenols
with
various
1,3-dienes,
allowing
expedient
access
to
chiral
substituted
2,3-dihydrobenzofurans.
This
features
excellent
regio-
enantiocontrol,
high
functional
group
tolerance,
easy
scalability.
More
importantly,
demonstration
method
as
valuable
tool
for
construction
optically
pure
(R)-tremetone
fomannoxin
is
highlighted.
Organic Chemistry Frontiers,
Journal Year:
2024,
Volume and Issue:
11(6), P. 1858 - 1895
Published: Jan. 1, 2024
This
review
is
planned
to
provide
a
comprehensive
overview
of
the
progress
made
in
design
and
development
chiral
ligands
for
asymmetric
gold
catalysis.
Journal of the American Chemical Society,
Journal Year:
2019,
Volume and Issue:
141(30), P. 11858 - 11863
Published: July 10, 2019
Chiral
gold(I)
catalysts
have
been
designed
based
on
a
modified
JohnPhos
ligand
with
distal
C2-2,5-diarylpyrrolidine
that
creates
tight
binding
cavity.
The
C2-chiral
element
is
close
to
where
the
C–C
bond
formation
takes
place
in
cyclizations
of
1,6-enynes.
These
chiral
mononuclear
applied
for
enantioselective
5-exo-dig
and
6-endo-dig
cyclization
different
1,6-enynes
as
well
first
total
synthesis
three
members
carexane
family
natural
products.
Opposite
enantioselectivities
achieved
seemingly
analogous
reactions
1,6-enynes,
which
result
from
folding
substrates
attractive
aryl–aryl
interactions.
Angewandte Chemie International Edition,
Journal Year:
2019,
Volume and Issue:
59(11), P. 4421 - 4427
Published: Dec. 23, 2019
Reported
here
is
a
highly
efficient
Pd/Xiang-Phos
catalyzed
enantioselective
carboetherification
of
alkenyl
oximes
with
either
aryl
or
halides,
delivering
various
chiral
3,5-disubstituted
and
3,5,5-trisubstituted
isoxazolines
in
good
yields
up
to
97
%
ee.
The
sterically
bulky
electron-rich
(S,Rs)-NMe-X2
ligand
responsible
for
the
excellent
reactivities
enantioselectivities.
salient
features
this
transformation
include
mild
reaction
conditions,
general
substrate
scope,
functional-group
tolerance,
yields,
high
enantioselectivities,
easy
scale-up,
application
late-stage
modification
bioactive
compounds.
obtained
products
can
be
readily
transformed
into
useful
1,3-aminoalcohols.