Advanced Synthesis & Catalysis,
Journal Year:
2023,
Volume and Issue:
365(9), P. 1398 - 1404
Published: April 12, 2023
Abstract
Herein,
we
present
a
chiral
boro‐phosphate
catalyzed
atroposelective
asymmetric
transfer
hydrogenation
method,
leading
to
family
of
axially
styrene‐type
allylalcohols.
This
dynamic
kinetic
resolution
approach
portrays
simple
procedure,
mild
conditions
and
good
enantiocontrol
(51–95%
ee),
thus
providing
an
important
alternative
assemble
the
challenging
atropisomeric
aryl‐acyclic
alkene
scaffolds.
magnified
image
Science Advances,
Journal Year:
2023,
Volume and Issue:
9(51)
Published: Dec. 20, 2023
Here,
an
Ir/Zn-cocatalyzed
atroposelective
[2+2+2]
cycloaddition
of
1,6-diynes
and
ynamines
was
developed,
forging
various
functionalized
C─N
axially
chiral
indoles
pyrroles
in
generally
good
to
excellent
yields
(up
99%),
chemoselectivities,
high
enantioselectivities
98%
enantiomeric
excess)
with
wide
substrate
scope.
This
cocatalyzed
strategy
not
only
provided
alternative
promising
reliable
way
for
asymmetric
alkyne
cyclotrimerization
easy
handle
but
also
settled
the
issues
previous
[Rh(COD)2]BF4-catalyzed
system
on
construction
axial
chirality
such
as
complex
operations,
limited
scope,
low
efficiency.
In
addition,
control
experiments
theoretical
calculations
disclosed
that
Zn(OTf)2
markedly
reduced
barrier
migration
insertion
significantly
increase
reaction
efficiency,
which
distinctly
different
from
work
Lewis
acid
improving
yield
through
accelerating
oxidative
addition
reductive
elimination.
Angewandte Chemie International Edition,
Journal Year:
2024,
Volume and Issue:
64(1)
Published: Nov. 7, 2024
Abstract
Precise
synthesis
of
carboxylic
acids
via
catalytic
carboxylation
with
CO
2
is
highly
appealing.
Although
considerable
advancements
have
been
achieved
in
difunctionalizing
unsaturated
hydrocarbons,
the
asymmetric
variants
are
conspicuously
underdeveloped,
particularly
addressing
axially
chiral
alkenes.
Herein,
we
report
first
atroposelective
alkynes
.
A
variety
valuable
obtained
good
yields
and
high
chemo‐,
regio‐,
Z/E
enantio‐selectivities.
Notably,
an
unexpected
anti
‐selective
carbo‐carboxylation
observed
sp
‐hybrid
carbo‐electrophile‐initiated
reductive
alkynes.
Mechanistic
studies
including
DFT
calculation
elucidate
origin
induction
‐selectivity
vinyl‐carboxylation
Synthesis,
Journal Year:
2023,
Volume and Issue:
56(12), P. 1862 - 1872
Published: Dec. 14, 2023
Abstract
The
construction
of
axially
chiral
alkene
frameworks
is
currently
one
hottest
topics
in
the
field
organic
synthetic
chemistry.
Compared
to
traditional
molecules,
such
as
biaryls,
heterobiaryls,
and
anilides,
synthesis
alkenes
far
more
challenging,
especially
for
acyclic
tetrasubstituted
analogues.
In
this
review,
we
summarized
development
strategies
analogues,
including
asymmetric
difunctionalization,
C–H
functionalization,
cross-coupling,
(dynamic)
kinetic
resolution,
allylic
substitution-isomerization.
1
Introduction
2
Synthesis
Cyclic
Tetrasubstituted
Axially
Chiral
Alkenes
3
Acyclic
4
Summary
Outlook
Advanced Synthesis & Catalysis,
Journal Year:
2023,
Volume and Issue:
365(9), P. 1398 - 1404
Published: April 12, 2023
Abstract
Herein,
we
present
a
chiral
boro‐phosphate
catalyzed
atroposelective
asymmetric
transfer
hydrogenation
method,
leading
to
family
of
axially
styrene‐type
allylalcohols.
This
dynamic
kinetic
resolution
approach
portrays
simple
procedure,
mild
conditions
and
good
enantiocontrol
(51–95%
ee),
thus
providing
an
important
alternative
assemble
the
challenging
atropisomeric
aryl‐acyclic
alkene
scaffolds.
magnified
image
