The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(2), С. 975 - 985
Опубликована: Янв. 5, 2024
Enantioselective
synthesis
of
eight-membered
N-heterocycles
represents
a
long-standing
challenge
in
organic
synthesis.
Here,
by
combining
the
squaramide
and
DBU
catalysis,
sequential
asymmetric
conjugate
addition/cyclization
reaction
between
benzofuran-derived
azadienes
ynones
has
been
well-developed,
providing
straightforward
access
to
chiral
high
yields
with
stereoselectivities.
This
protocol
features
use
bifunctional
catalyst
for
controlling
enantioselectivity
products,
while
is
utilized
achieve
intramolecular
cyclization
improve
diastereoselectivity
products.
Angewandte Chemie International Edition,
Год журнала:
2023,
Номер
62(37)
Опубликована: Июнь 24, 2023
Catalytic
asymmetric
construction
of
chiral
indole-fused
rings
has
become
an
important
issue
in
the
chemical
community
because
significance
such
scaffolds.
In
this
work,
we
have
accomplished
first
catalytic
(4+2)
and
(4+3)
cycloadditions
2,3-indolyldimethanols
by
using
indoles
2-naphthols
as
suitable
reaction
partners
under
catalysis
phosphoric
acids,
constructing
enantioenriched
six-membered
seven-membered
high
yields
with
excellent
enantioselectivities.
addition,
approach
is
used
to
realize
enantioselective
challenging
tetrahydroindolocarbazole
scaffolds,
which
are
found
show
promising
anticancer
activity.
More
importantly,
theoretical
calculations
pathways
activation
mode
offer
in-depth
understanding
class
indolylmethanols.
This
work
not
only
settles
challenges
realizing
indolyldimethanols
but
also
provides
a
powerful
strategy
for
rings.
Organic Chemistry Frontiers,
Год журнала:
2024,
Номер
11(19), С. 5573 - 5604
Опубликована: Янв. 1, 2024
This
review
has
summarized
the
development
of
organocatalytic
asymmetric
[3
+
3]
cycloadditions
and
given
insights
into
remaining
challenges
to
promote
future
this
field.
Precision Chemistry,
Год журнала:
2024,
Номер
2(5), С. 208 - 220
Опубликована: Апрель 23, 2024
The
catalytic
asymmetric
diastereodivergent
synthesis
of
axially
chiral
2-alkenylindoles
was
established
via
phosphoric
acid-catalyzed
addition
reactions
C3-unsubstituted
with
Organic Chemistry Frontiers,
Год журнала:
2024,
Номер
11(5), С. 1314 - 1321
Опубликована: Янв. 1, 2024
A
new
class
of
chiral
bipyridine-2NO
ligands,
which
incorporate
the
advantages
both
bipyridine
skeleton
and
pyrroloimidazolone-based
N
-oxide
moiety,
was
developed.
Chinese Journal of Chemistry,
Год журнала:
2024,
Номер
42(13), С. 1474 - 1480
Опубликована: Март 1, 2024
Comprehensive
Summary
The
privileged
C
2
‐symmetric
rigid
phenol‐type
ligand
is
more
attractive
but
challenging
in
asymmetric
catalysis.
Herein,
we
designed
and
synthesized
a
class
of
rigid‐featured
chiral
tridentate
Phenol‐2NO
ligands,
that
incorporate
the
advantages
both
phenol
skeleton
pyrroloimidazolone‐based
N
‐oxide
moiety,
from
readily
available
L
‐prolinamides
operationally
simple
two
steps
up
to
44%
overall
yield.
More
importantly,
using
an
achiral
quinoline
derivative
as
additive,
newly
developed
could
serve
anioic
upon
deprotonative
activation
coordinate
Zn(II)
form
highly
enantioselective
catalyst
for
Michael‐type
Friedel‐Crafts
alkylation
reaction
indoles
with
2,3‐dioxopyrrolidines.
Excellent
yields
(up
90%)
high
enantioselectivities
99%
ee)
are
obtained
wide
range
substrates
under
mild
conditions.
Experiments
DFT
calculations
revealed
mechanism
origins
enantioselectivity.
This
also
represented
first
ligand/metal
complex
by
organic
base
additive
Acta Chimica Sinica,
Год журнала:
2023,
Номер
81(7), С. 793 - 793
Опубликована: Янв. 1, 2023
o-Hydroxyphenyl
substituted
p-quinone
methides
(p-QMs)
belong
to
a
class
of
p-QMs
with
unique
advantages.They
not
only
maintain
the
high
reactivity
p-QMs,
but
also
have
more
reactive
and
activation
sites
owing
introduction
hydroxyl
group.Therefore,
o-hydroxyphenyl
wide
applications
in
synthetic
medicinal
chemistry.The
catalytic
asymmetric
1,6-conjugate
addition
[4＋n]
cycloaddition
developed
very
rapidly
recent
years,
which
become
efficient
strategies
for
synthesis
chiral
oxygen-containing
heterocycles
arylmethanes
potential
bioactivity.This
review
summarizes
reactions
involving
points
out
remaining
challenges
this
research
area,
will
open
new
window
design
type
their
involved
reactions.
Organic Chemistry Frontiers,
Год журнала:
2023,
Номер
10(21), С. 5421 - 5427
Опубликована: Янв. 1, 2023
A
class
of
ketimines
was
first
prepared
and
used
in
an
asymmetric
aza-Friedel–Crafts
reaction
for
the
highly
enantioselective
synthesis
tryptanthrin
derivatives.
