Angewandte Chemie,
Год журнала:
2018,
Номер
130(21), С. 6407 - 6411
Опубликована: Апрель 12, 2018
Abstract
The
formal
[3+2]
cycloaddition
of
epoxides
and
unsaturated
compounds
is
a
powerful
methodology
for
the
synthesis
densely
functionalized
five‐membered
heterocyclic
containing
oxygen.
Described
novel
enantioselective
under
Brønsted
base
catalysis.
bis(guanidino)iminophosphorane
as
chiral
organosuperbase
catalyst
enabled
reaction
β
,
γ
‐epoxysulfones
with
imines,
owing
to
its
strong
basicity
high
stereocontrolling
ability,
provide
enantioenriched
1,3‐oxazolidines
having
two
stereogenic
centers,
including
quaternary
one,
in
highly
diastereo‐
manner.
Chemistry - A European Journal,
Год журнала:
2023,
Номер
29(18)
Опубликована: Янв. 5, 2023
An
enantioselective
[3+2]
cycloaddition
of
donor-acceptor
aziridines
with
N-aryl
protected
imines
was
developed
a
Ni(ClO4
)2
⋅
6H2
O/N,N'-dioxide
catalyst
system,
providing
broad
range
chiral
trans-substituted
imidazolidine
compounds
good
yields
and
excellent
enantioselectivities
(up
to
99
%
yield,
up
98
ee).
Control
experiments
indicated
that
the
products
could
offer
diastereoselectivities
control
Ni(II)-N,N'-dioxide
complex
interaction
substrates.
The
possible
catalytic
process
proposed
rationalize
stereocontrol.
Chinese Journal of Organic Chemistry,
Год журнала:
2023,
Номер
43(9), С. 3078 - 3078
Опубликована: Янв. 1, 2023
There
are
two
different
ring-opening
modes
of
aziridines:
aziridines
via
carbon-nitrogen
bond
cleavage,
and
carbon-carbon
cleavage.Among
them,
the
reaction
cleavage
has
been
reported
in
many
reviews.The
cycloaddition
reactions
donor-acceptor
(D-A)
recent
20
years
mainly
summarized.Under
some
proper
catalysts,
D-A
yield
azomethine
ylides,
which
can
undergo
[3+n]
with
aldehydes,
imines,
alkenes,
alkynes,
indoles
etc.
Angewandte Chemie,
Год журнала:
2018,
Номер
130(21), С. 6407 - 6411
Опубликована: Апрель 12, 2018
Abstract
The
formal
[3+2]
cycloaddition
of
epoxides
and
unsaturated
compounds
is
a
powerful
methodology
for
the
synthesis
densely
functionalized
five‐membered
heterocyclic
containing
oxygen.
Described
novel
enantioselective
under
Brønsted
base
catalysis.
bis(guanidino)iminophosphorane
as
chiral
organosuperbase
catalyst
enabled
reaction
β
,
γ
‐epoxysulfones
with
imines,
owing
to
its
strong
basicity
high
stereocontrolling
ability,
provide
enantioenriched
1,3‐oxazolidines
having
two
stereogenic
centers,
including
quaternary
one,
in
highly
diastereo‐
manner.