Chemical Communications,
Journal Year:
2022,
Volume and Issue:
58(42), P. 6200 - 6203
Published: Jan. 1, 2022
Highly
enantioselective
palladium-catalyzed
dearomative
reductive
Heck
reaction
and
domino
Heck-Suzuki
of
2-CF3-indoles
have
been
developed.
Using
Pd(OAc)2/(R)-Synphos
as
the
catalyst
Et3SiH
a
hydride
source,
variety
indolines
bearing
2-trifluoromethyl
quaternary
stereocenter
were
obtained
via
reaction.
Alternatively,
using
Pd(dba)2/phosphoramidite
Ar4BNa
coupling
partner,
structurally
diverse
containing
two
vicinal
carbon
stereocenters
afforded
through
Journal of the American Chemical Society,
Journal Year:
2020,
Volume and Issue:
142(36), P. 15276 - 15281
Published: Aug. 20, 2020
A
highly
branch-
and
enantioselective
1,4-enynes
synthesis
from
readily
available
terminal
alkynes
racemic
allylic
carbonates
by
Sonogashira
type
synergistic
Rh
Cu
catalysis
under
neutral
conditions
has
been
developed.
Aliphatic
aromatic
with
various
functional
groups
could
be
used
directly.
An
inner-sphere
reductive
elimination
C(sp)–C(sp3)
bond
formation
mechanism
is
supported
the
stoichiometric
reaction.
Organic Letters,
Journal Year:
2020,
Volume and Issue:
22(22), P. 8829 - 8835
Published: Oct. 29, 2020
Herein,
we
present
a
nickel-catalyzed
three-component
reductive
alkylacylation
of
electron-deficient
activated
alkenes
with
tertiary
alkyl
bromides
and
acid
anhydrides.
This
method
enables
the
efficient
preparation
variety
ketones
broad
substrate
scope
high
functionality
tolerance
starting
from
simple
precursors.
On
basis
preliminary
mechanistic
investigations,
catalytic
cycle
involving
synergistic
interaction
nickel,
zinc,
MgCl2
is
proposed
as
major
reaction
pathway.
ACS Catalysis,
Journal Year:
2021,
Volume and Issue:
11(14), P. 8942 - 8947
Published: July 7, 2021
Pd-catalyzed
chemo-,
regio-,
and
enantioselective
ring-closing/ring-opening
cross
coupling
reaction
has
been
developed
with
diverse
aryl
halide-tethered
alkenes
benzocyclobutenols
as
substrates,
which
renders
the
highly
diarylation
of
unactivated
provides
a
convenient
method
toward
chiral
2,3-dihydrobenzofurans
bearing
quaternary
stereocenter
excellent
enantioselectivities
(up
to
98%
ee).
The
application
in
concise
synthesis
analogue
cannabinoid
receptor
2
agonists
is
described.
Nature Communications,
Journal Year:
2022,
Volume and Issue:
13(1)
Published: May 5, 2022
Due
to
high
bond
dissociation
energies
of
Csp2-F
bonds,
using
fluorinated
compounds
in
Csp2-Csp3
cross-coupling
is
difficult.
Here
the
authors
report
a
protocol
for
enantioselective
coupling
dienyl
fluorides
with
aldimine
esters,
enabled
by
synergistic
copper
and
palladium
catalysis.
This
reaction
represents
first
example
asymmetric
involving
an
inert
provides
expeditious
access
chiral
α-alkenyl
α-amino
acids
enantioselectivity.
Control
experiments
suggest
that
activation
occurs
through
pathway
PdH
migratory
insertion
subsequent
allylic
defluorination,
rather
than
direct
oxidative
addition
Pd(0).
The
detailed
mechanism
further
investigated
DFT
calculation
enantioselectivity
rationalized.
Chemical Communications,
Journal Year:
2022,
Volume and Issue:
58(42), P. 6200 - 6203
Published: Jan. 1, 2022
Highly
enantioselective
palladium-catalyzed
dearomative
reductive
Heck
reaction
and
domino
Heck-Suzuki
of
2-CF3-indoles
have
been
developed.
Using
Pd(OAc)2/(R)-Synphos
as
the
catalyst
Et3SiH
a
hydride
source,
variety
indolines
bearing
2-trifluoromethyl
quaternary
stereocenter
were
obtained
via
reaction.
Alternatively,
using
Pd(dba)2/phosphoramidite
Ar4BNa
coupling
partner,
structurally
diverse
containing
two
vicinal
carbon
stereocenters
afforded
through
