Water-Controlled Geminal Hydroxyphosphinoylation and Diphosphinoylation of Enaminones with H-Phosphine Oxides
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Март 6, 2025
A
water-controlled
geminal
phosphinoylation
of
enaminones
with
H-phosphine
oxides
has
been
established
through
AlCl3-mediated
C-N
bond
cleavage
in
this
work,
which
provides
a
novel
strategy
for
accessing
various
hydroxy
and
diphosphinoyl
products
3a
4a
high
yields.
The
transformation
features
excellent
functional
group
tolerance,
operational
simplicity,
atom
economy,
is
amenable
complex
molecule
skeletons.
Preliminary
mechanism
studies
suggest
the
conversion
from
to
involve
elimination
hydroxyl
group,
water
temperature
plays
critical
role
influencing
reaction
pathway
product
selectivity.
This
research
significant
value
functionalization
enaminones.
Язык: Английский
Asymmetric Conjugate Addition of Phosphine Sulfides to α-Substituted β-Nitroacrylates Using Cinchona Alkaloid Amide Catalysts
Kosei Miyake,
Akane Iwamura,
Kazuki Fujita
и другие.
Organic Letters,
Год журнала:
2024,
Номер
unknown
Опубликована: Сен. 20, 2024
Chiral
phosphine-containing
amino
acids
are
useful
motifs
in
pharmaceutical
compounds.
In
this
study,
we
developed
the
asymmetric
conjugate
addition
of
phosphine
sulfides
with
α-substituted
β-nitroacrylates
to
synthesize
acid
precursors
chiral
tetrasubstituted
carbon
centers.
This
method
showed
a
wide
substrate
scope,
and
obtained
products
were
converted
into
various
The
origin
enantioselectivity
was
clarified
by
computational
analysis.
Язык: Английский