European Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
26(28)
Published: June 16, 2023
Abstract
Chiral
β‐aryl
propanamine
is
an
important
structure
unit
of
bioactive
molecules
or
drugs.
But
its
efficient
synthesis
remains
a
challenging
task.
In
this
study,
several
enantiocomplementary
imine
reductases
capable
dynamic
kinetic
resolution‐reductive
amination
sixteen
2‐phenylpropanal
derivatives
diverse
structural
characteristics
with
four
different
amines
were
identified
through
screening
196
reductases.
Furthermore,
(
S
)‐IR60,
R
)‐IR74
and
)‐IR207
applied
to
access
series
propanamines
excellent
ee
values
(90
99
%)
high
isolated
yields
(36
79
%),
two
them
further
transformed
into
3‐methylindolines
intramolecular
Buchwald‐Hartwig
cross‐coupling
deallylation,
providing
effective
method
construct
class
pharmaceutically
compounds.
Green Chemistry,
Journal Year:
2023,
Volume and Issue:
25(5), P. 1704 - 1728
Published: Jan. 1, 2023
Publication
of
the
E
Factor
drew
attention
to
problem
waste
in
chemicals
manufacture.
Thirty
yeas
later
it
is
abundantly
clear
that
underlying
cause
global
environmental
problems,
from
climate
change
plastic
pollution.
JACS Au,
Journal Year:
2023,
Volume and Issue:
3(3), P. 715 - 735
Published: Feb. 27, 2023
Biocatalysis
is
a
highly
valued
enabling
technology
for
pharmaceutical
research
and
development
as
it
can
unlock
synthetic
routes
to
complex
chiral
motifs
with
unparalleled
selectivity
efficiency.
This
perspective
aims
review
recent
advances
in
the
implementation
of
biocatalysis
across
early
late-stage
focus
on
processes
preparative-scale
syntheses.
Journal of the American Chemical Society,
Journal Year:
2024,
Volume and Issue:
146(13), P. 9045 - 9062
Published: March 15, 2024
Methods
for
the
synthesis
of
α-branched
alkylamines
are
important
due
to
their
ubiquity
in
biologically
active
molecules.
Despite
development
many
methods
amine
preparation,
C(sp3)-rich
nitrogen-containing
compounds
continue
pose
challenges
synthesis.
While
carbonyl
reductive
amination
(CRA)
between
ketones
and
is
cornerstone
method
alkylamine
synthesis,
it
sometimes
limited
by
sterically
demanding
condensation
step
dialkyl
amines
more
restricted
availability
compared
aldehydes.
We
recently
reported
a
"higher-order"
variant
this
transformation,
alkylative
(CAA),
which
utilized
halogen
atom
transfer
(XAT)-mediated
radical
mechanism,
enabling
streamlined
complex
alkylamines.
efficacy
visible-light-driven
approach,
displayed
scalability
issues,
competitive
was
problem
certain
substrate
classes,
limiting
applicability.
Here,
we
report
change
reaction
regime
that
expands
CAA
platform
through
realization
an
extremely
broad
zinc-mediated
reaction.
This
new
strategy
enabled
elimination
CRA,
simplified
purification,
improved
scope.
Furthermore,
harnessed
carboxylic
acid
derivatives
as
alkyl
donors
facilitated
α-trialkyl
tertiary
amines,
cannot
be
accessed
via
CRA.
Zn-mediated
can
carried
out
at
variety
scales,
from
10
μmol
setup
microtiter
plates
high-throughput
experimentation,
gram-scale
medicinally-relevant
compounds.
believe
transformation
enables
robust,
efficient,
economical
access
provides
viable
alternative
current
benchmark
methods.
Chemical Society Reviews,
Journal Year:
2023,
Volume and Issue:
53(1), P. 227 - 262
Published: Dec. 7, 2023
This
review
summarized
NAD(P)H-dependent
amine
dehydrogenases
and
imine
reductases
which
catalyzes
asymmetric
reductive
amination
to
produce
optically
active
amines.
Chemical Reviews,
Journal Year:
2023,
Volume and Issue:
123(16), P. 10381 - 10431
Published: July 31, 2023
The
ability
to
site-selectively
modify
equivalent
functional
groups
in
a
molecule
has
the
potential
streamline
syntheses
and
increase
product
yields
by
lowering
step
counts.
Enzymes
catalyze
site-selective
transformations
throughout
primary
secondary
metabolism,
but
leveraging
this
capability
for
non-native
substrates
reactions
requires
detailed
understanding
of
limitations
enzyme
catalysis
how
these
bounds
can
be
extended
protein
engineering.
In
review,
we
discuss
representative
examples
involving
group
manipulation
C-H
bond
functionalization.
We
include
illustrative
native
catalysis,
our
focus
is
on
cases
often
using
engineered
enzymes.
then
use
enzymes
chemoenzymatic
target-oriented
synthesis
conclude
with
survey
tools
techniques
that
could
expand
scope
catalysis.
Journal of the American Chemical Society,
Journal Year:
2024,
Volume and Issue:
146(12), P. 7876 - 7884
Published: March 15, 2024
Biocatalysis
is
becoming
an
indispensable
tool
in
organic
synthesis
due
to
high
enzymatic
catalytic
efficiency
as
well
exquisite
chemo-
and
stereoselectivity.
Some
biocatalysts
display
great
promiscuity
including
a
broad
substrate
scope
the
ability
catalyze
more
than
one
type
of
transformation.
These
promiscuous
activities
have
been
applied
individually
efficiently
access
numerous
valuable
target
molecules.
However,
systems
which
enzymes
possessing
multiple
different
are
less
developed.
Such
multifunctional
(MFBs)
would
simplify
chemical
by
reducing
number
operational
steps
enzyme
count,
simplifying
sequence
space
that
needs
be
engineered
develop
efficient
biocatalyst.
In
this
Perspective,
we
highlight
recently
reported
MFBs
focusing
on
their
synthetic
utility
mechanism.
We
also
offer
insight
into
origin
comment
potential
strategies
for
discovery
engineering.
