Enantioselective synthesis of molecules with multiple stereogenic elements
Chemical Society Reviews,
Год журнала:
2024,
Номер
53(22), С. 11165 - 11206
Опубликована: Янв. 1, 2024
This
review
explores
the
fascinating
world
of
molecules
featuring
multiple
stereogenic
elements,
unraveling
different
strategies
designed
over
years
for
their
enantioselective
synthesis.
Язык: Английский
Three-Component 1,3-Difunctionalization of Carbonyl Ylides with Water and Azadienes for the Synthesis of Dihydroisobenzofurans
Organic Letters,
Год журнала:
2025,
Номер
unknown
Опубликована: Март 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).
Язык: Английский
Stereocontrol in Conformationally Stable C(sp2)─C(sp3) Atropisomers
Angewandte Chemie International Edition,
Год журнала:
2025,
Номер
unknown
Опубликована: Май 24, 2025
Abstract
We
report
a
two‐step
sequence
for
the
enantioselective
construction
of
rare
family
stable
C(sp
2
)─C(sp
3
)
atropisomers
featuring
two
additional
stereogenic
centers.
The
process
begins
with
an
organocatalyzed
dihydrobenzofurannulation
that
establishes
and
controls
stereochemistry
carbon
centers,
followed
by
highly
diastereoselective
functionalization
significantly
enhances
barrier
to
diastereomerization
bond,
effectively
locking
stabilizing
its
configuration.
Язык: Английский
Stereocontrol in Conformationally Stable C(sp2)─C(sp3) Atropisomers
Angewandte Chemie,
Год журнала:
2025,
Номер
unknown
Опубликована: Май 24, 2025
Abstract
We
report
a
two‐step
sequence
for
the
enantioselective
construction
of
rare
family
stable
C(sp
2
)─C(sp
3
)
atropisomers
featuring
two
additional
stereogenic
centers.
The
process
begins
with
an
organocatalyzed
dihydrobenzofurannulation
that
establishes
and
controls
stereochemistry
carbon
centers,
followed
by
highly
diastereoselective
functionalization
significantly
enhances
barrier
to
diastereomerization
bond,
effectively
locking
stabilizing
its
configuration.
Язык: Английский