Chemistry - A European Journal,
Год журнала:
2017,
Номер
23(25), С. 5983 - 5987
Опубликована: Янв. 23, 2017
Abstract
The
first
enantioselective
synthesis
of
chiral
heterocyclic
α‐amino
phosphonates
by
nucleophilic
dearomatization
quinolines
and
pyridines
using
an
anion‐binding
organocatalysis
approach
is
described.
Chiral
tetrakistriazoles
were
employed
as
efficient
hydrogen‐bond
donor
catalysts
forming
a
close
ion‐pair
with
the
in
situ
formed
N
‐acyl
salts
2,2,2‐trichlorethoxycarbonyl
chloride
(TrocCl).
was
subsequently
treated
various
phosphorus
nucleophiles,
such
silyl‐protected
dialkyl‐
trialkylphosphites.
Thus,
corresponding
products
obtained
complete
or
high
regioselectivities
up
to
97:3
e.r.
for
89:11
more
challenging
pyridine
substrates.
This
method
allows
rapid
access
substituted
cyclic
phosphonates,
which
can
be
easily
transformed
into
phosphonic
acid
derivatives.
National Science Review,
Год журнала:
2017,
Номер
4(3), С. 326 - 358
Опубликована: Май 1, 2017
Abstract
Asymmetric
catalysis
has
become
an
indispensable
and
productive
field
within
the
Chinese
organic
chemistry
society.
The
design
of
chiral
ligands
is
one
most
prominent
research
areas
in
this
field.
Since
late
1990s,
chemists
have
developed
numerous
possessing
novel
skeletons
concepts.
Some
these
been
widely
adopted
can
be
regarded
as
‘privileged
ligand’,
which
shown
excellent
performance
many
asymmetric
catalytic
reactions.
In
review,
we
provide
overview
designed
by
scientists
with
aim
promoting
development
area
China
hope
encouraging
more
across
world
to
use
when
designing
Organic Letters,
Год журнала:
2017,
Номер
19(12), С. 3235 - 3238
Опубликована: Июнь 2, 2017
A
method
for
the
enantioselective
synthesis
of
carbo-
and
heterocyclic
ring
systems
enabled
through
combination
Lewis
acid
activation
iridium-catalyzed
allylic
substitution
is
described.
The
reaction
proceeds
with
branched,
alcohols
carbon
nucleophiles
as
well
heteronucleophiles
to
give
a
diverse
set
in
good
yields
high
enantioselectivities.
utility
highlighted
by
asymmetric
syntheses
erythrococcamides
B.
Angewandte Chemie International Edition,
Год журнала:
2016,
Номер
55(28), С. 8113 - 8116
Опубликована: Май 10, 2016
A
chiral
iridium(I)
N-heterocyclic
carbene
complex
was
reported
for
the
first
time
as
catalyst
in
highly
enantioselective
intramolecular
allylic
amination
reaction.
The
current
method
provides
facile
access
to
biologically
important
enantioenriched
indolopiperazinones
and
piperazinones
good
yields
(74-91
%)
excellent
enantioselectivities
(92-99
%
ee).
Preliminary
mechanistic
investigations
reveal
that
C-H
activation
occurs
at
position
ortho
N-aryl
group
of
ligand.
Chemistry - A European Journal,
Год журнала:
2017,
Номер
23(25), С. 5983 - 5987
Опубликована: Янв. 23, 2017
Abstract
The
first
enantioselective
synthesis
of
chiral
heterocyclic
α‐amino
phosphonates
by
nucleophilic
dearomatization
quinolines
and
pyridines
using
an
anion‐binding
organocatalysis
approach
is
described.
Chiral
tetrakistriazoles
were
employed
as
efficient
hydrogen‐bond
donor
catalysts
forming
a
close
ion‐pair
with
the
in
situ
formed
N
‐acyl
salts
2,2,2‐trichlorethoxycarbonyl
chloride
(TrocCl).
was
subsequently
treated
various
phosphorus
nucleophiles,
such
silyl‐protected
dialkyl‐
trialkylphosphites.
Thus,
corresponding
products
obtained
complete
or
high
regioselectivities
up
to
97:3
e.r.
for
89:11
more
challenging
pyridine
substrates.
This
method
allows
rapid
access
substituted
cyclic
phosphonates,
which
can
be
easily
transformed
into
phosphonic
acid
derivatives.
