Angewandte Chemie,
Journal Year:
2023,
Volume and Issue:
136(9)
Published: Dec. 1, 2023
Abstract
The
development
of
new
methods
for
enantioselective
reactions
that
generate
stereogenic
centres
within
molecules
are
a
cornerstone
organic
synthesis.
Typically,
metal
catalysts
bearing
chiral
ligands
as
well
organocatalysts
have
been
employed
the
synthesis
compounds.
In
this
review,
we
highlight
recent
advances
in
main
group
catalysis
using
p‐block
elements
(boron,
aluminium,
phosphorus,
bismuth)
complementary
and
sustainable
approach
to
molecules.
Several
these
benefit
terms
high
abundance,
low
toxicity,
selectivity,
excellent
reactivity.
This
minireview
summarises
utilisation
element
asymmetric
value‐added
Chemical Society Reviews,
Journal Year:
2023,
Volume and Issue:
52(24), P. 8580 - 8598
Published: Jan. 1, 2023
This
review
provides
an
overview
of
the
important
progress
in
FLP-catalyzed
asymmetric
reactions
made
over
past
15
years,
and
both
merits
limitations
FLP-catalysis
have
been
highlighted.
Synthesis,
Journal Year:
2023,
Volume and Issue:
55(15), P. 2361 - 2369
Published: May 3, 2023
Abstract
This
manuscript
describes
transfer
hydrogenation
of
bicyclic
nitrogen-containing
heterocyclic
compounds
using
the
immobilized
chiral
phosphoric
acid
catalyst
(R)-PS-AdTRIP
in
batch
and
continuous
flow.
A
significant
improvement
enantioselectivities
is
achieved
flow
with
a
fluidized
bed
reactor
packed
when
rate
increased
from
0.2
mL/min
to
2.0–2.5
mL/min.
The
optimized
conditions
consistently
provide
4–6%
ee
higher
selectivity
than
2
mol%
(R)-PS-AdTRIP,
are
used
generate
multiple
products
same
reactor.
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(5), P. 3335 - 3339
Published: Feb. 17, 2023
A
chiral
phosphoric
acid
catalyzed
asymmetric
transfer
hydrogenation
of
quinolines
with
regenerable
dihydrophenanthridine
derived
by
a
borane-catalyzed
phenanthridine
under
H2
has
been
successfully
realized.
Despite
the
competition
racemic
pathway,
variety
tetrahydroquinolines
were
furnished
in
high
yields
up
to
91%
ee.
Angewandte Chemie International Edition,
Journal Year:
2023,
Volume and Issue:
63(9)
Published: Dec. 1, 2023
The
development
of
new
methods
for
enantioselective
reactions
that
generate
stereogenic
centres
within
molecules
are
a
cornerstone
organic
synthesis.
Typically,
metal
catalysts
bearing
chiral
ligands
as
well
organocatalysts
have
been
employed
the
synthesis
compounds.
In
this
review,
we
highlight
recent
advances
in
main
group
catalysis
using
p-block
elements
(boron,
aluminium,
phosphorus,
bismuth)
complementary
and
sustainable
approach
to
molecules.
Several
these
benefit
terms
high
abundance,
low
toxicity,
selectivity,
excellent
reactivity.
This
minireview
summarises
utilisation
element
asymmetric
value-added
The Journal of Organic Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: April 8, 2025
An
enantioselective
synthesis
of
2-aryl
3,3-disubstituted
3H-indoles
has
been
successfully
developed
via
a
deracemization
process
involving
borane-catalyzed
hydrogenation
and
chiral
phosphoric-acid-catalyzed
asymmetric
transfer
hydrogenation.
A
variety
were
effective
substrates
to
afford
the
desired
indolines
in
86-95%
yields
with
45-92%
ee's.
Accounts of Chemical Research,
Journal Year:
2023,
Volume and Issue:
56(15), P. 2096 - 2109
Published: July 13, 2023
ConspectusIn
nature,
the
coenzyme
NAD(P)H
is
utilized
for
transfer
of
hydrogen
and
electrons
in
biocatalytic
reduction,
which
involves
process
recycling,
usage,
reduction.
Inspired
by
biological
system,
a
series
nonregenerable
achiral
chiral
models
were
synthesized
employed.
However,
this
approach
faced
intractable
limitations,
such
as
need
an
equivalent
amount
mimics,
accompanied
production
byproducts,
resulted
poor
atom
economy
difficult
separation
products.
Therefore,
development
new
efficient
methodologies
synthesis,
regeneration,
application
organic
synthesis
greatly
desired.To
tackle
these
challenges,
regenerable
designed
based
on
principles
reduction
applied
them
biomimetic
asymmetric
(BMAR)
reactions.
This
Account
summarizes
our
endeavors
rational
design,
models.
First,
we
will
introduce
design
(dihydrophenanthridine
dihydropyrroloquinoxaline),
successfully
to
BMAR
imines
heteroaromatics
using
homogeneous
ruthenium
complex
regeneration
catalyst,
phosphoric
acid
terminal
reductant.
Regenerable
require
addition
catalysts
or
ligands
stereoselective
control
during
process.
screening
tedious.
Narrow
substrate
scope
further
limited
their
synthesis.
(CYNAM
FENAM)
with
planar
chirality,
commercially
available
Brønsted
acids,
Lewis
organocatalysts
catalyst.
Notably,
original
factor
enantioselective
from
In
addition,
strategy
could
also
realize
myriad
electron-deficient
tetrasubstituted
alkenes,
are
challenging
substrates
transition
metal
catalyzed
hydrogenation.
methodology
provides
building
blocks
bioactive
molecules.
Finally,
detailed
mechanism
BMAR,
models,
was
elaborated
through
combination
experiments
density
functional
theory
calculations.
summary,
believe
that
results
presented
hold
significant
implications
beyond
work
have
potential
applications
field
catalysis
synthetic
methodology.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(5), P. 3666 - 3671
Published: Feb. 15, 2024
The
asymmetric
hydrogenation
of
quinoxalines
represents
one
the
most
efficient
approaches
for
synthesis
optically
active
tetrahyroquinoxalines.
In
this
paper,
we
demonstrate
a
metal-free
transfer
2-substituted
with
regenerable
dihydrophenanthridine
under
H2
using
combination
chiral
phosphoric
acid
and
achiral
borane
as
catalysts.
A
wide
range
tetrahydroquinoxalines
were
produced
in
high
yields
≤98%
ee.
Organic Chemistry Frontiers,
Journal Year:
2022,
Volume and Issue:
9(24), P. 6833 - 6848
Published: Jan. 1, 2022
Organic
hydride/acid
pairs
could
realize
transformation
of
N-substituted
organic
hydrides
from
hydride
reductants
to
thermodynamics
regulated
hydrogen
on
conveniently
choosing
suitable
and
acids
with
various
acidities.
