Atroposelective biocatalysis employing alcohol dehydrogenases
Methods in enzymology on CD-ROM/Methods in enzymology,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 1, 2025
Язык: Английский
Chemoenzymatic Dynamic Kinetic Resolution of Atropoisomeric 2-(Quinolin-8-yl)benzylalcohols
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Апрель 9, 2025
The
chemoenzymatic
dynamic
kinetic
resolution
of
2-(quinolin-8-yl)benzylalcohols
using
a
combination
lipases
and
ruthenium
catalysts
is
described.
While
CalB
lipase
performs
highly
selective
enzymatic
resolution,
the
with
Shvo's
or
Bäckvall's
promotes
atropisomerization
substrate
via
reversible
formation
configurationally
labile
aldehydes,
thereby
enabling
resolution.
This
synergistic
approach
was
applied
to
synthesis
variety
heterobiaryl
acetates
in
excellent
yields
enantioselectivities.
Язык: Английский
Manganese-Catalyzed Asymmetric Hydrogenation for Atroposelective Dynamic Kinetic Resolution of Heterobiaryl Ketone N-Oxides
ACS Catalysis,
Год журнала:
2024,
Номер
unknown, С. 17633 - 17641
Опубликована: Ноя. 15, 2024
An
atroposelective
dynamic
kinetic
resolution
of
configurationally
labile
heterobiaryl
ketone
N-oxides
via
Mn-catalyzed
asymmetric
hydrogenation
has
been
disclosed.
By
use
a
structurally
finely
tuned
chiral
ferrocenyl
P,N,N-ligand,
the
proceeds
smoothly
under
mild
conditions
with
simultaneous
installation
central
and
axial
chirality,
giving
wide
range
atropisomeric
1-arylisoquinoline
2-arylpyridine
bearing
alcohol
structure
high
diastereo-
enantioselectivities.
The
diastereomer
product
could
be
readily
prepared
in
stereospecific
way
complete
inversion
chirality
Mitsunobu
reaction.
value
this
central-
axial-chiral
N-oxide
scaffold
is
preliminarily
demonstrated
by
its
successful
utility
as
catalyst
allylation
benzaldehyde
allyltrichlorosilane.
Язык: Английский