Chemical Society Reviews,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Dec. 11, 2024
Catalytic
asymmetric
conjugate
additions
of
carbon
nucleophiles
have
emerged
as
a
potent
tool
for
constructing
multi-stereogenic
molecules
with
precise
stereochemical
control.
This
review
explores
the
concept
diastereodivergence
in
such
reactions,
focusing
on
strategies
to
achieve
selective
access
diverse
diastereomeric
products
upon
carbon-carbon
bond
formation.
Drawing
from
rich
array
examples,
we
delve
into
key
approaches
controlling
outcome
these
transformations,
including
alteration
alkene
geometry,
fine-tuning
reaction
parameters,
synergistic
catalysis,
and
isomerization
adducts.
Additionally,
highlight
iterative
additions,
showcasing
their
potential
diastereodivergent
synthesis
methyl-branched
stereocenters
1,3-relationships.
By
presenting
concentrated
overview
this
significant
topic,
aims
provide
valuable
insights
design
execution
stereodivergent
catalytic
offering
new
avenues
advancing
stereoselective
structural
diversity
organic
synthesis.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Nov. 21, 2024
The
asymmetric
[5
+
2]
cycloaddition
of
VECs
remains
to
be
comparatively
rare.
Herein,
we
reported
an
enantioselective
formal
annulation
3-hydroxyquinolinones
and
vinylethylene
carbonates
(VECs)
through
Pd-
Cu-catalyzed
tandem
allylation/asymmetric
[1,3]-rearrangement/hemiketalization
sequences.
strategy
exhibits
good
substrate
tolerance,
affording
a
wide
range
tricyclic
quinolinones
bearing
two
adjacent
quaternary
stereocenters
in
moderate
yields
with
excellent
enantioselectivities.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Nov. 20, 2024
A
Pd-catalyzed
asymmetric
Heck
cascade
reaction
involving
the
intramolecular
carbopalladation
of
unsaturated
hydrocarbons,
followed
by
nucleophilic
trapping
resulting
palladium
species,
is
a
powerful
approach
for
constructing
chiral
N-heterocycles.
However,
use
prochiral
nucleophiles
in
these
reactions
remains
significantly
underexplored.
Herein,
we
report
novel
Pd/Cu
catalytic
system
Heck/Tsuji–Trost
allenamides
and
aldimine
esters.
This
robust
method
allows
rapid
synthesis
wide
range
enantiopure
non-natural
α-substituted
tryptophans
high
yields
(up
to
99%
yield)
with
excellent
enantioselectivities
98%
ee).
Additionally,
synthetic
utility
this
protocol
demonstrated
through
scale-up
experiments
diverse
valuable
transformations.
Chemical Science,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Dec. 3, 2024
Stereodivergent
synthesis
of
chiral
δ-valerolactones
bearing
a
unique
azaarene-containing
α-quaternary
and
tertiary
stereocenter
was
enabled
by
Cu/Ru
relay
catalysis
via
cascade
borrowing
hydrogen/Michael
addition/lactonization
protocol.
Chemical Society Reviews,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Dec. 11, 2024
Catalytic
asymmetric
conjugate
additions
of
carbon
nucleophiles
have
emerged
as
a
potent
tool
for
constructing
multi-stereogenic
molecules
with
precise
stereochemical
control.
This
review
explores
the
concept
diastereodivergence
in
such
reactions,
focusing
on
strategies
to
achieve
selective
access
diverse
diastereomeric
products
upon
carbon-carbon
bond
formation.
Drawing
from
rich
array
examples,
we
delve
into
key
approaches
controlling
outcome
these
transformations,
including
alteration
alkene
geometry,
fine-tuning
reaction
parameters,
synergistic
catalysis,
and
isomerization
adducts.
Additionally,
highlight
iterative
additions,
showcasing
their
potential
diastereodivergent
synthesis
methyl-branched
stereocenters
1,3-relationships.
By
presenting
concentrated
overview
this
significant
topic,
aims
provide
valuable
insights
design
execution
stereodivergent
catalytic
offering
new
avenues
advancing
stereoselective
structural
diversity
organic
synthesis.
