ACS Catalysis,
Journal Year:
2020,
Volume and Issue:
10(21), P. 12898 - 12919
Published: Oct. 21, 2020
Transition-metal-catalyzed
C–H
bond
functionalization
has
known
a
rapid
evolution
in
the
last
years,
offering
modern
strategies
for
reaching
high
molecular
complexity
step-
and
atom-economical
way.
Despite
indisputable
advances,
selectivity
issues
still
remain,
given
ubiquity
of
bonds
on
molecules;
thus,
several
approaches
have
been
developed
to
tackle
this
challenge.
Among
them,
use
transient
directing
group
emerged
as
an
effective
tool,
circumventing
need
extra
synthetic
steps
install
then
cleave
molecule.
More
recently,
strategy
successfully
applied
even
more
challenging
transition-metal-catalyzed
enantioselective
functionalization.
This
review
will
highlight
discuss
main
advances
made
chiral
C(sp2)–H
C(sp3)–H
by
transition-metal
catalysis.
Angewandte Chemie International Edition,
Journal Year:
2019,
Volume and Issue:
58(26), P. 8902 - 8906
Published: May 2, 2019
Abstract
Chiral
sulfoximines
with
stereogenic
sulfur
atoms
are
promising
motifs
in
drug
discovery.
We
report
an
efficient
method
to
access
chiral
through
a
C−H
functionalization
based
kinetic
resolution.
A
rhodium(III)
complex
equipped
Cp
x
ligand
selectively
participates
conjunction
phthaloyl
phenylalanine
the
activation
of
just
one
two
sulfoximine
enantiomers.
The
intermediate
reacts
various
diazo
compounds,
providing
1,2‐benzothiazines
synthetically
valuable
substitution
patterns.
Both
and
were
obtained
high
yields
excellent
enantioselectivity,
s
‐values
up
200.
utility
is
illustrated
by
synthesis
key
intermediates
pharmacologically
relevant
kinase
inhibitors.
Chemical Science,
Journal Year:
2019,
Volume and Issue:
11(1), P. 290 - 294
Published: Nov. 11, 2019
Pd-catalyzed
ligand-enabled
γ-C(sp3)–H
arylation
of
tert-leucine
and
its
derived
peptides
without
using
an
external
directing
group
via
a
less
favored
six-membered
palladacycle
is
reported.
Angewandte Chemie International Edition,
Journal Year:
2019,
Volume and Issue:
58(50), P. 18154 - 18158
Published: Oct. 8, 2019
Catalytic
enantioselective
directed
methylene
C(sp3
)-H
amidation
reactions
of
8-alkylquinolines
using
a
Cp*RhIII
/chiral
carboxylic
acid
(CCA)
hybrid
catalytic
system
are
described.
A
binaphthyl-based
chiral
efficiently
differentiates
between
the
enantiotopic
C-H
bonds,
which
leads
to
formation
C-N
bonds
with
good
enantioselectivity.
Journal of the American Chemical Society,
Journal Year:
2020,
Volume and Issue:
143(1), P. 114 - 120
Published: Dec. 24, 2020
A
rhodium(III)-catalyzed
enantioselective
C–H
activation/annulation
process
is
disclosed.
With
a
catalyst
derived
from
chiral
CpRh(III)
complex
and
acid,
the
direct
annulation
reactions
between
1-aryl
isoquinoline
derivatives
alkynes
take
place
smoothly
to
afford
series
of
azoniahelicenes
in
excellent
yields
enantioselectivity
(up
99%
yield
96%
ee).
Mechanistic
studies
suggest
that
bond
cleavage
may
be
turnover-limiting
step.
ACS Catalysis,
Journal Year:
2020,
Volume and Issue:
10(21), P. 12898 - 12919
Published: Oct. 21, 2020
Transition-metal-catalyzed
C–H
bond
functionalization
has
known
a
rapid
evolution
in
the
last
years,
offering
modern
strategies
for
reaching
high
molecular
complexity
step-
and
atom-economical
way.
Despite
indisputable
advances,
selectivity
issues
still
remain,
given
ubiquity
of
bonds
on
molecules;
thus,
several
approaches
have
been
developed
to
tackle
this
challenge.
Among
them,
use
transient
directing
group
emerged
as
an
effective
tool,
circumventing
need
extra
synthetic
steps
install
then
cleave
molecule.
More
recently,
strategy
successfully
applied
even
more
challenging
transition-metal-catalyzed
enantioselective
functionalization.
This
review
will
highlight
discuss
main
advances
made
chiral
C(sp2)–H
C(sp3)–H
by
transition-metal
catalysis.
