Chemical Science,
Год журнала:
2023,
Номер
14(7), С. 1844 - 1851
Опубликована: Янв. 1, 2023
Herein,
the
enantioselective
synthesis
of
complex
tricyclo[3.2.2.0]nonenes
through
Diels-Alder
reaction
is
reported.
Utilizing
racemic
norcaradienes
prepared
from
visible-light-mediated
dearomative
cyclopropanation
m-xylene
as
dienes
and
enone
derivatives
dienophiles,
overall
process
represents
a
kinetic
asymmetric
transformation
in
presence
chiral
cobalt(ii)
N,N'-dioxide.
High
diastereo-
enantioselectivity
could
be
obtained
most
cycloaddition
processes
part
racemization
norcaradiene
observed.
The
topographic
steric
maps
catalysts
were
collected
to
rationalize
relationship
between
reactivity
with
catalysts.
Angewandte Chemie International Edition,
Год журнала:
2023,
Номер
62(32)
Опубликована: Июнь 12, 2023
The
α-methylene-γ-butyrolactone
motif
is
a
widely
encountered
unit
in
many
natural
products
and
pharmaceutical
compounds.
Herein,
practical
efficient
synthesis
of
α-methylene-γ-butyrolactones
from
readily
available
allylic
boronates
benzaldehyde
derivatives
was
developed
with
chiral
N,N'-dioxide/AlIII
complex
as
the
catalyst.
key
success
this
transformation
kinetic
resolution
allylboration
intermediate
via
asymmetric
lactonization.
This
protocol
enabled
to
assemble
all
four
stereoisomers
same
set
starting
materials
upon
variable
Taking
advantage
current
method
step,
catalytic
total
eupomatilones
2,
5,
6
accomplished.
Control
experiments
were
carried
out
probe
into
tandem
reaction
well
origin
stereoselectivities.
Organic Chemistry Frontiers,
Год журнала:
2021,
Номер
9(3), С. 703 - 708
Опубликована: Дек. 10, 2021
Chiral
Lewis
acid-catalyzed
enantioselective
nitrooxylation
and
azidation
of
cyclic
acyclic
β-keto
amides/esters
with
hypervalent
iodine(
iii
)
reagents.
Chemical Science,
Год журнала:
2023,
Номер
14(7), С. 1844 - 1851
Опубликована: Янв. 1, 2023
Herein,
the
enantioselective
synthesis
of
complex
tricyclo[3.2.2.0]nonenes
through
Diels-Alder
reaction
is
reported.
Utilizing
racemic
norcaradienes
prepared
from
visible-light-mediated
dearomative
cyclopropanation
m-xylene
as
dienes
and
enone
derivatives
dienophiles,
overall
process
represents
a
kinetic
asymmetric
transformation
in
presence
chiral
cobalt(ii)
N,N'-dioxide.
High
diastereo-
enantioselectivity
could
be
obtained
most
cycloaddition
processes
part
racemization
norcaradiene
observed.
The
topographic
steric
maps
catalysts
were
collected
to
rationalize
relationship
between
reactivity
with
catalysts.
