Manganese(I)-Catalyzed Enantioselective Formal Anti-Markovnikov Hydroalkoxylation of Racemic Allylic Alcohols: A Borrowing Hydrogen Access
Organic Letters,
Год журнала:
2025,
Номер
unknown
Опубликована: Фев. 20, 2025
An
enantioselective
manganese(I)-catalyzed
formal
anti-Markovnikov
hydroalkoxylation
of
racemic
allylic
alcohols
has
been
developed
using
a
chiral
N6-type
macrocyclic
ligand,
affording
wide
range
γ-alkoxypropyl
in
high
isolated
yields
with
excellent
enantioselectivities.
The
synthetic
utility
this
protocol
was
further
proven
by
gram-scale
synthesis
γ-alkoxypropanol
3n
and
derivatization
3a
to
drug
molecule,
(S)-dapoxetine,
for
the
treatment
premature
ejaculation
erectile
dysfunction.
Mechanistic
studies
support
that
reaction
proceeds
via
hydrogen-borrowing
cascade
pathway.
Язык: Английский
Enantioselective Synthesis of Chiral Fluorinated Amines via Manganese-Catalyzed Asymmetric Hydrogenation
Organic Letters,
Год журнала:
2025,
Номер
unknown
Опубликована: Март 28, 2025
A
highly
enantioselective
Mn-catalyzed
hydrogenation
of
fluorinated
imines
has
been
realized.
The
success
this
is
attributed
to
the
use
chiral
ferrocenyl
P,N,N
ligand
bearing
an
additional
center
at
pyridinylmethyl
position.
displayed
broad
functional
group
tolerance,
thus
furnishing
a
wide
range
optically
active
amines
with
up
98%
enantiomeric
excess.
utility
methodology
well-demonstrated
by
scale-up
asymmetric
N-(4′-methoxyphenyl)-ethan-2,2,2-trifluoro-1-phenyl-1-imine.
Язык: Английский