ChemCatChem,
Journal Year:
2021,
Volume and Issue:
13(16), P. 3547 - 3564
Published: June 7, 2021
Abstract
Pentatomic
heterobiaryl
performs
as
a
key
structural
motif
in
various
natural
products
and
bioactive
compounds.
With
the
rapid
growth
of
asymmetric
catalysis,
five‐membered
heterobiaryl‐based
catalysts
ligands
have
emerged
an
efficient
complementary
toolbox
for
catalysis.
Therefore,
development
enantioselective
construction
such
pentatomic
atropisomers
has
received
significant
attention
recent
decade.
Various
catalytic
strategies
been
established,
including
central
to
axial
chirality
conversion,
direct
generation
heteroaryl,
assembly
aryl‐heteroaryls,
functionalization
racemic
or
prochiral
biaryls,
transfer
from
atropisomeric
alkenes.
Hundreds
unprecedented
proliferated.
Importantly,
few
promising
axially
chiral
obtained
prepared
heterobiaryls
after
simple
transformations.
Hence,
advances
through
catalysis
are
summarized
this
review,
involving
their
scope,
mechanism,
transformations,
applications.
Chinese Journal of Chemistry,
Journal Year:
2020,
Volume and Issue:
39(4), P. 802 - 824
Published: Oct. 14, 2020
Chiral
spirocyclic
phosphoric
acids
(SPAs)
are
introduced
in
2010
and
have
been
versatile
catalysts
capable
of
promoting
a
wide
range
asymmetric
organocatalytic
reactions,
such
as
multi-component
Friedel–Crafts
Pictet–Spengler
Fischer
indolizations,
cycloaddition
desymmetrization
dearomatization
conjugate
addition
reactions
rearrangement
etc.
Moreover,
diverse
applications
metal-organic
cooperative
catalysis,
organic
photoredox
total
synthesis,
materials
science
molecular
recognition
beautifully
illustrated.
This
account
summarizes
the
past
decade's
advances
this
field
highlights
selected
but
not
comprehensive
significant
achievements.
What
is
most
favorite
original
chemistry
developed
your
research
group?
Developing
SPINOL-phosphoric
(SPAs),
TM-SPINOL-phosphoric
(SPAs
2.0)
PCP-derived
planar
chiral
(PPAs)
for
catalysis.
important
personality
scientific
research?
Curiosity,
optimism,
self-confidence
persistence.
What's
hobbies?
book(s)?
I
enjoy
cooking.
My
book
Journey
to
West.
Who
influences
you
mostly
life?
mother.
journal(s)?
The
journals
publishing
systematic
work
synthetic
chemistry.
Could
please
give
us
some
advices
on
improving
Chinese
Journal
Chemistry?
Fast
review,
fast
publication,
promotion
via
new
media.
ChemCatChem,
Journal Year:
2020,
Volume and Issue:
13(5), P. 1271 - 1289
Published: Nov. 20, 2020
Abstract
The
past
two
decades
have
witnessed
unprecedented
development
and
advancement
of
chiral
phosphoric
acid
catalysis.
Therefore,
it
is
not
surprising
that
the
attempts
to
synthesize
enantioenriched
axially
compounds
via
catalysis
achieved
fruitful
results
in
recent
years
although
this
area
research
still
its
infancy.
A
number
structurally
important
heterocycles
with
atropisomerism
been
successfully
designed
prepared
by
promoted
transformations
involving
diverse
strategies:
including
direct
coupling,
de
novo
formation
a
heterocyclic
ring
functionalization
prochiral
or
racemic
substrates.
In
minireview,
we
would
like
highlight
advances
field
atropisomeric
construction
enabled
addition,
Minireview
organized
based
on
different
types
frameworks
generated
covering
quinoline,
pyrrole,
indole,
benzimidazole,
quinazolinone,
isoindolinone,
urazole,
pyrazole
so
on.
We
hope
will
motivate
continuous
interest
catalyzed
atroposelective
reactions.
Angewandte Chemie International Edition,
Journal Year:
2020,
Volume and Issue:
59(45), P. 19820 - 19824
Published: Aug. 21, 2020
Herein
we
describe
the
first
organocatalytic
asymmetric
C(sp2
)-H
allylation
of
racemic
trisubstituted
allenoates
with
Morita-Baylis-Hillman
(MBH)
carbonates
to
access
axially
chiral
tetrasubstituted
allenoates.
Various
and
MBH
were
well
tolerated
under
mild
reaction
conditions,
providing
novel
adjacent
axial
chirality
tertiary
carbon
stereocenters
in
high
yields
good
excellent
diastereoselectivities
enantioselectivities.
Organic Letters,
Journal Year:
2021,
Volume and Issue:
23(19), P. 7401 - 7406
Published: Sept. 17, 2021
Atropoisomeric
biaryl
motifs
are
widely
found
in
natural
products
and
bioactive
compounds
as
well
chiral
catalysts
ligands.
Various
efficient
approaches
have
been
disclosed
for
the
construction
of
six–six
skeletons.
In
contrast,
enantioselective
synthesis
axially
arylindoles
through
strategy
de
novo
construction,
other
than
asymmetric
functionalization
indoles,
remain
a
challenging
task.
Herein
we
report
an
Pd(0)/(S)-Segphos-catalyzed
atroposelective
Cacchi
reaction
2-alkynylanilines
with
sterically
congested
naphthyl
halides,
which
afforded
array
naphthyl-C3-indoles
high
yields
good
to
excellent
atroposelectivities.
The
addition
water
modulation
manipulation
procedure
by
premixing
palladium
complex
halide
were
keys
success.
conformational
stability
obtained
naphthyl-C3-indole
containing
synthetically
more-valuable
free
NH
moiety
is
revealed
kinetic
experiments.
ChemCatChem,
Journal Year:
2021,
Volume and Issue:
13(16), P. 3547 - 3564
Published: June 7, 2021
Abstract
Pentatomic
heterobiaryl
performs
as
a
key
structural
motif
in
various
natural
products
and
bioactive
compounds.
With
the
rapid
growth
of
asymmetric
catalysis,
five‐membered
heterobiaryl‐based
catalysts
ligands
have
emerged
an
efficient
complementary
toolbox
for
catalysis.
Therefore,
development
enantioselective
construction
such
pentatomic
atropisomers
has
received
significant
attention
recent
decade.
Various
catalytic
strategies
been
established,
including
central
to
axial
chirality
conversion,
direct
generation
heteroaryl,
assembly
aryl‐heteroaryls,
functionalization
racemic
or
prochiral
biaryls,
transfer
from
atropisomeric
alkenes.
Hundreds
unprecedented
proliferated.
Importantly,
few
promising
axially
chiral
obtained
prepared
heterobiaryls
after
simple
transformations.
Hence,
advances
through
catalysis
are
summarized
this
review,
involving
their
scope,
mechanism,
transformations,
applications.
