Organocatalytic Atroposelective Hydroselenation of Alkynes To Access Axially Chiral Vinyl Selenides
Yi-Xin Wang,
Jing-Run Wang,
Chen Cui
и другие.
ACS Catalysis,
Год журнала:
2025,
Номер
unknown, С. 4051 - 4060
Опубликована: Фев. 20, 2025
Язык: Английский
Chiral sulfide and achiral sulfonic acid cocatalyzed enantioselective electrophilic tandem selenylation semipinacol rearrangement of allenols
Nature Communications,
Год журнала:
2025,
Номер
16(1)
Опубликована: Март 3, 2025
A
highly
enantioselective
electrophilic
selenylation/semipinacol
rearrangement
of
allenols
has
been
developed,
which
is
enabled
by
the
cooperative
catalysis
a
chiral
sulfide
and
an
achiral
sulfonic
acid.
The
designed
synthesized
catalyst
selenylating
reagent
play
crucial
role
in
enhancing
both
enantioselectivity
reactivity.
This
approach
exhibits
excellent
regio-,
chemo-,
enantioselectivity,
providing
access
to
diverse
enantioenriched
cyclopentanones
featuring
arylselenovinyl-substituted
quaternary
carbon
stereocenter.
Furthermore,
these
products
can
be
transformed
into
synthetically
valuable
alkyne,
vinyl
bromide,
aniline
derivatives.
Mechanistic
studies
reveal
that
combination
acid
not
only
facilitates
formation
catalytically
active
species,
but
also
governs
reaction.
Meanwhile,
density
functional
theory
calculations
disclose
four
hydrogen
bond
interactions
π‧‧‧π
interaction
are
responsible
for
observed
enantioselectivity.
Rearrangement
reactions
serve
as
steps
syntheses
biologically
provide
intellectual
conceptual
curiosities
within
broad
field
organic
chemistry.
Here,
authors
report
allenols,
catalysed
Lewis
base.
Язык: Английский
Allylic Acetal as 3C Synthon in Rh(III)-Catalyzed Divergent C–H Activation/[4 + 3] Annulation: Easy Access to Benzodiazepines
Organic Letters,
Год журнала:
2025,
Номер
unknown
Опубликована: Апрель 2, 2025
A
concise
synthesis
of
benzodiazepines
via
Rh(III)
catalyzed
C-H
activation/
[4
+
3]
annulation
easily
available
1-arylpyrazolidinones
with
allylic
acetal
has
been
developed.
The
was
employed
as
a
novel
3C
synthon
in
this
transformation.
Benzodiazepines
were
built
under
mild
reaction
conditions
high
efficiency
and
chemoselectivity.
atom-economy
accessible
substrates
reveal
potential
application.
Язык: Английский