Encyclopedia of Reagents for Organic Synthesis,
Год журнала:
2022,
Номер
unknown, С. 1 - 10
Опубликована: Окт. 20, 2022
[320714-00-9]
C43H46N2O3
(MW
638.84)
InChI
=
1S/C43H46N2O3/c1-32-28-33(30-44-26-14-24-39(44)42(47,35-16-6-2-7-17-35)36-18-8-3-9-19-36)41(46)34(29-32)31-45-27-15-25-40(45)43(48,37-20-10-4-11-21-37)38-22-12-5-13-23-38/h2-13,16-23,28-29,39-40,46-48H,14-15,24-27,30-31H2,1H3/t39-,40-/m0/s1
InChIKey
NEOVWBNAXIBNRT-ZAQUEYBZSA-N
(chiral
ligand
for
the
preparation
of
dinuclear
zinc
catalyst
asymmetric
reactions,
especially
enantioselective
direct
aldol
and
nitroaldol
reaction)
Physical
Data:
mp
93–102
°C,
[α]d
+50°
(c
1,
CHCl3).
Solubility:
sol
organics
(ether,
CHCl3,
THF,
dioxane,
alcohols).
Form
Supplied
in:
white
crystalline
solid;
both
enantiomers
are
commercially
available.
Handling,
Storage,
Precautions:
this
chiral
must
be
stored
under
argon
to
avoid
formation
a
carbonate
salt
via
reaction
with
carbon
dioxide.
European Journal of Organic Chemistry,
Год журнала:
2022,
Номер
2022(30)
Опубликована: Июль 6, 2022
Abstract
An
efficient
protocol
for
base‐catalysed
(4+2)
annulation
between
2‐nitrobenzofuran
and
N
‐alkoxyacrylamide
was
developed.
The
corresponding
1‐alkoxy‐3,4‐dihydrobenzofuro[3,2‐
b
]pyridin‐2(1
H
)‐ones
were
obtained
in
high
to
excellent
yields
by
organic
base
catalysis.
In
addition,
a
dearomative
nitrotetrahydrobenzofuro[3,2‐
]pyridin‐2(3
also
the
presence
of
an
inorganic
base.
advantages
this
methodology
include
easily
accessible
starting
materials,
simple
operational
procedures,
broad
substrate
scope,
synthetically
useful
at
milder
reaction
conditions.
Molecules,
Год журнала:
2023,
Номер
28(6), С. 2765 - 2765
Опубликована: Март 19, 2023
Catalytic
asymmetric
dearomative
[3+2]
cycloaddition
of
α-imino
γ-lactones
with
either
3-nitroindoles
or
2-nitrobenzofurans
by
using
a
chiral
copper
complex
as
the
catalyst
was
developed.
A
wide
range
structurally
diverse
polyheterocyclic
compounds
containing
spirocyclic-fused
butyrolactone-pyrrolidine-indoline
and
butyrolactone-pyrrolidine-dihydrobenzofuran
skeletons
could
be
smoothly
obtained
excellent
results
(>99:1
dr
98%
ee).
The
potential
synthetic
applications
this
methodology
were
also
demonstrated
scale-up
experiment
transformations
one
product.
This
method
is
characterized
high
induction,
functional
group
tolerance
scalability,
attractive
product
diversification.
The Chemical Record,
Год журнала:
2023,
Номер
23(11)
Опубликована: Июль 4, 2023
Enantiomerically
enriched
five-
and
six-membered
benzo
oxygen
heterocycles
are
privileged
architectures
in
functional
organic
molecules.
Over
the
last
several
years,
many
effective
methods
have
been
established
to
access
these
compounds.
However,
comprehensive
documents
cover
updated
methodologies
still
highly
demand.
In
this
review,
recent
transition
metal
catalyzed
transformations
lead
chiral
presented.
The
mechanism
chirality
transfer
or
control
processes
also
discussed
details.
Advanced Synthesis & Catalysis,
Год журнала:
2023,
Номер
365(18), С. 3088 - 3093
Опубликована: Авг. 9, 2023
Abstract
This
report
has
realized
the
catalytic
asymmetric
[3+2]
annulation
of
benzylideneindolinones
with
CF
3
‐containing
isatin‐derived
azomethine
ylides
for
first
time,
in
which
organocatalysis
failed.
In
presence
dinuclear
zinc
catalysts,
a
series
functionalized
2,3‐pyrrolidinyl
dispirooxindoles
have
been
synthesized
good
yields
excellent
stereoselectivity
under
mild
reaction
conditions.
protocol
can
be
run
on
gram
scale
and
possible
mechanism
is
proposed.
Organic & Biomolecular Chemistry,
Год журнала:
2024,
Номер
22(35), С. 7148 - 7153
Опубликована: Янв. 1, 2024
The
ZN(
ii
)/UCD-Imphanol-catalyzed
[3
+
2]
asymmetric
cycloaddition
of
acyclic
enones
and
azomethine
ylides
has
been
reported.
Moderate
to
high
yields
(up
94%)
with
excellent
endo
/
exo
selectivities
(99
:
1)
up
96.5
3.5
er
were
obtained.
Organic Letters,
Год журнала:
2023,
Номер
25(45), С. 8139 - 8144
Опубликована: Ноя. 7, 2023
A
Pd-catalyzed
intramolecular
dearomative
[4
+
2]
cycloaddition
reaction
of
naphthalenes
with
arylalkynes
is
developed.
The
protocol
provides
a
straightforward
method
to
access
range
polycyclic
dihydronaphthalenes
containing
two
vicinal
all-carbon
stereocenters
in
moderate
yields
under
mild
conditions
an
air
atmosphere.
deuterium
labeling
experiment
suggests
pathway
involving
electrophilic
dearomatization
followed
by
Friedel–Crafts
cyclization.
Several
synthetic
transformations
the
product
were
conducted
demonstrate
utility
this
reaction.
Synthesis,
Год журнала:
2022,
Номер
55(09), С. 1427 - 1440
Опубликована: Дек. 6, 2022
Abstract
A
mild
and
efficient
organocatalyzed
[3+2]
cycloaddition
of
isatin-derived
ketimines
2-ylideneindane-1,3-diones
has
been
realized.
The
resulting
spiro[oxindole-3,2′-pyrrolidine]s
bearing
both
a
spiro
indane-1,3-dione
motif
trifluoromethyl
group
were
obtained
in
high
yields
with
good
diastereo-
enantioselectivities.
Chemistry - An Asian Journal,
Год журнала:
2023,
Номер
18(18)
Опубликована: Авг. 1, 2023
The
success
in
the
identification
of
two
enantioisomeric
surfaces
electrophiles
by
dinuclear
zinc
catalysts
is
disclosed.
This
protocol
realizes
a
zinc-cocatalyzed
desymmetrization
cyclopentendiones
using
α-hydroxy
aryl
ketones
as
nucleophiles
through
Michael
addition
reaction.
Under
mild
conditions,
series
functional
cyclopentanediones
bearing
multiple
stereogenic
centers
including
an
all-carbon
quaternary
stereocenter,
were
obtained
moderate
to
good
yields
with
excellent
stereoselectivities.
