Stereoselective (3 + 3)-Cycloannulation of Carbonyl Ylides and (Z)-3-Benzylidene-3H-indoles Enabled by Cooperative Rh/Chiral Phosphoric Acid Catalysis
Jharna Barman,
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S. Ananda,
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Subhas Chandra Pan
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et al.
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Feb. 19, 2025
A
diastereo-
and
enantioselective
(3
+
3)-cycloannulation
of
in
situ
generated
carbonyl
ylides
(Z)-3-benzylidene-3H-indoles
enabled
by
cooperative
Rh/chiral
phosphoric
acid
catalysis
is
reported.
This
study
the
first
to
describe
an
synthesis
cyclohepta[b]indole
with
oxa-bridged
motif.
The
scope
reaction
broad,
products
were
obtained
moderate
good
yields
excellent
diastereoselectivities
high
enantioselectivities.
Language: Английский
Three-Component 1,3-Difunctionalization of Carbonyl Ylides with Water and Azadienes for the Synthesis of Dihydroisobenzofurans
Haiqing Wang,
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Yunzhe Wang,
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Jie Ren
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et al.
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: March 27, 2025
Multicomponent
reactions
are
an
efficient
and
widely
employed
synthetic
strategy,
known
for
their
capability
to
rapidly
effectively
construct
complex
molecular
architectures
from
multiple
starting
materials.
This
work
presents
a
chemo-
diastereoselective
three-component
reaction
the
1,3-difunctionalization
of
transient
carbonyl
ylides
with
H2O
azadienes,
facilitated
by
synergistic
catalysis
Rh2(OAc)4
phosphoric
acid.
strategy
provides
protocol
synthesis
highly
functionalized
dihydroisobenzofurans
in
high
yields
(up
94%)
good
diastereoselectivities
91:9
dr).
Additionally,
subsequent
transformations
nucleophiles
enable
structurally
diverse
compounds
enhanced
(dr
>95:5).
Language: Английский