Journal of the American Chemical Society,
Journal Year:
2022,
Volume and Issue:
144(30), P. 13961 - 13972
Published: July 22, 2022
Regiodivergent
alkyne
hydroalkylation
to
generate
different
isomers
of
an
alkene
from
the
same
starting
material
would
be
beneficial;
however,
it
remains
a
challenge.
Herein,
we
report
ligand-controlled
cobalt-catalyzed
regiodivergent
hydroalkylation.
The
sensible
selection
bisoxazoline
(L1)
and
pyridine-oxazoline
(L8)
ligands
led
reliable
predictable
protocols
that
provided
(E)-1,2-disubstituted
1,1-disubstituted
alkenes
with
high
E/Z
stereoselectivity
regioisomeric
ratio
identical
terminal
alkyl
halide
substrates
produced
trisubstituted
in
case
internal
alkynes.
This
method
exhibits
broad
scope
for
alkynes
wide
range
activated
unactivated
halides
shows
excellent
functional
group
compatibility.
Chinese Journal of Chemistry,
Journal Year:
2021,
Volume and Issue:
40(5), P. 651 - 661
Published: Dec. 3, 2021
Comprehensive
Summary
Enantioselective
NiH‐catalyzed
reductive
hydrofunctionalization
of
olefins
has
attracted
much
attention
in
recent
years.
Using
simple
chiral
ligands,
a
wide
array
functionalized
and
electrophiles
can
undergo
diverse
transformations
to
afford
hydrofunctionalized
products,
regio‐
enantioselectively.
These
processes
avoid
the
prior
preparation
organometallic
reagents,
construct
stereogenic
center
at
carbon
originating
either
from
olefin
or
electrophile.
This
review
discusses
background,
major
progress
mechanistic
investigations
this
reaction.
Angewandte Chemie International Edition,
Journal Year:
2021,
Volume and Issue:
60(44), P. 23584 - 23589
Published: Aug. 27, 2021
Regio-
and
enantioselective
hydroarylamination,
hydroalkylamination
hydroamidation
of
styrenes
have
been
developed
by
NiH
catalysis
with
a
simple
bioxazoline
ligand
under
mild
conditions.
A
wide
range
enantioenriched
benzylic
arylamines,
alkylamines
amides
can
be
easily
accessed
nitroarenes,
hydroxylamines
dioxazolones,
respectively
as
amination
reagents.
The
chiral
induction
in
these
reactions
is
proposed
to
proceed
through
an
enantiodifferentiating
syn-hydronickellation
step.
Journal of the American Chemical Society,
Journal Year:
2022,
Volume and Issue:
144(30), P. 13961 - 13972
Published: July 22, 2022
Regiodivergent
alkyne
hydroalkylation
to
generate
different
isomers
of
an
alkene
from
the
same
starting
material
would
be
beneficial;
however,
it
remains
a
challenge.
Herein,
we
report
ligand-controlled
cobalt-catalyzed
regiodivergent
hydroalkylation.
The
sensible
selection
bisoxazoline
(L1)
and
pyridine-oxazoline
(L8)
ligands
led
reliable
predictable
protocols
that
provided
(E)-1,2-disubstituted
1,1-disubstituted
alkenes
with
high
E/Z
stereoselectivity
regioisomeric
ratio
identical
terminal
alkyl
halide
substrates
produced
trisubstituted
in
case
internal
alkynes.
This
method
exhibits
broad
scope
for
alkynes
wide
range
activated
unactivated
halides
shows
excellent
functional
group
compatibility.