Journal of the American Chemical Society,
Journal Year:
2024,
Volume and Issue:
146(20), P. 13733 - 13740
Published: May 9, 2024
A
highly
enantioselective
formal
hydroformylation
of
vinyl
arenes
enabled
by
copper
hydride
(CuH)
catalysis
is
reported.
Key
to
the
success
method
was
use
mild
Lewis
acid
zinc
triflate
promote
formation
oxocarbenium
electrophiles
through
activation
diethoxymethyl
acetate.
Using
newly
developed
protocol,
a
broad
range
arene
substrates
underwent
efficient
hydroacetalization
reactions
provide
access
enantioenriched
α-aryl
acetal
products
in
good
yields
with
exclusively
branched
regioselectivity.
The
could
be
converted
corresponding
aldehydes,
alcohols,
and
amines
full
preservation
enantiomeric
purity.
Density
functional
theory
studies
support
that
key
C-C
bond-forming
event
between
alkyl
intermediate
electrophile
takes
place
inversion
configuration
Cu-C
bond
backside
S
Synthesis,
Journal Year:
2024,
Volume and Issue:
56(17), P. 2595 - 2613
Published: Jan. 9, 2024
Abstract
Carbonylation
reactions
have
been
widely
used
to
construct
carbonyl-containing
molecules
or
carbon
enhancement
reactions,
which
are
mostly
catalyzed
by
noble
metals
(Pd,
Rh,
Ru,
Ir).
In
this
review,
we
introduce
the
copper-catalyzed
carbonylation
that
developed
in
our
group.
Diverse
using
various
substrates,
including
of
C–H
activated
alkanes,
difunctionalization
unsaturated
C–C
bonds,
and
alkyl
halides
via
radical
pathway.
1
Introduction
2
Cu-Catalyzed
C(sp
3)–H
Bonds
3
Carbonylative
Difunctionalization
Unsaturated
4
Cu–X
(H
B)
Mediated
Acylation
with
Electrophiles
5
6
Alkyl
Halides
7
Other
Types
Copper-Catalyzed
Reactions
8
Conclusion
Outlook
Organic Process Research & Development,
Journal Year:
2024,
Volume and Issue:
28(4), P. 949 - 977
Published: April 8, 2024
P-Chiral
phosphorus
ligands
received
little
attention
in
organic
chemistry
until
Knowles
made
his
landmark
contribution
asymmetric
hydrogenation
by
developing
the
P-chiral
CAMP
and
DIPAMP.
The
development
of
accelerated
end
last
century
with
advent
some
highly
efficient
renowned
for
hydrogenation,
including
BisP*,
TangPhos,
QuinoxP*,
DuanPhos,
et
al.
However,
most
reported
were
air-sensitive,
difficult
to
make,
or
lacked
structural
modularity,
hampering
their
availability
applicability.
sterically
electronically
tunable
is
particularly
desirable.
Over
past
decade,
a
family
hindered,
electron-rich,
structurally
tunable,
air-stable
dihydrobenzooxaphosphole
emerged
that
proved
be
versatile
various
transformations.
5
years
witnessed
an
increasing
number
studies
related
these
discovery
unprecedented
catalytic
properties
This
review
highlights
unique
catalysis
applications
synthesis
natural
products
therapeutic
agents.
Chemical Science,
Journal Year:
2024,
Volume and Issue:
15(23), P. 8888 - 8895
Published: Jan. 1, 2024
A
highly
efficient
method
achieves
precise
construction
of
alkyl
chiral
centers
at
remote
C3-positions
in
five-membered
S/O-heterocycles
via
cobalt-catalyzed
asymmetric
hydroalkylation
heterocyclic
alkenes.
Journal of the American Chemical Society,
Journal Year:
2024,
Volume and Issue:
146(20), P. 13733 - 13740
Published: May 9, 2024
A
highly
enantioselective
formal
hydroformylation
of
vinyl
arenes
enabled
by
copper
hydride
(CuH)
catalysis
is
reported.
Key
to
the
success
method
was
use
mild
Lewis
acid
zinc
triflate
promote
formation
oxocarbenium
electrophiles
through
activation
diethoxymethyl
acetate.
Using
newly
developed
protocol,
a
broad
range
arene
substrates
underwent
efficient
hydroacetalization
reactions
provide
access
enantioenriched
α-aryl
acetal
products
in
good
yields
with
exclusively
branched
regioselectivity.
The
could
be
converted
corresponding
aldehydes,
alcohols,
and
amines
full
preservation
enantiomeric
purity.
Density
functional
theory
studies
support
that
key
C-C
bond-forming
event
between
alkyl
intermediate
electrophile
takes
place
inversion
configuration
Cu-C
bond
backside
S
