Chinese Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
43(3), P. 961 - 961
Published: Jan. 1, 2023
Catalytic
enantioselective
protonation
(EP)
is
a
straightforward
and
effective
approach
to
construct
enantioenriched
carbonyl
compounds
containing
tertiary
stereocenter
at
its
α-position,
which
has
been
widely
applied
in
organic
synthesis
medicinal
chemistry.This
field
significant
advances
recent
decades,
relevant
reviews
based
on
substrate
category,
catalytic
system
reaction
type
have
reported
successively.In
this
paper,
new
developments
are
updated
summarized
since
2019,
classied
into
the
directly
asymmetric
of
performed
enolates
situ
enolates,
α-carbanion,
or
α-radical
intermediates,
involving
variety
categories,
systems,
activation
modes,
as
well
strategies
means.It
expected
that
these
studies
can
inspire
chemists
continuously
contribute
further
promote
development
chemistry,
catalysis
other
related
fields,
provide
facile
efficient
access
high-value
chiral
molecules,
including
natural
products
their
drugs,
drug
candidates
so
on.
ACS Catalysis,
Journal Year:
2024,
Volume and Issue:
14(18), P. 13550 - 13556
Published: Aug. 28, 2024
Photoinduced
enantioselective
strategies
provide
an
efficient
way
to
access
chiral
all-carbon
quaternary
stereocenters.
Compared
with
the
well-developed
metal-catalyzed
asymmetric
conjugate
addition
of
organometallic
reagents
enones,
construction
stereocenters
through
a
radical
process
still
remains
challenging,
especially
for
acyclic
enones
due
their
enhanced
conformational
mobility.
Herein,
we
disclose
photoinduced
cobalt-catalyzed
coupling
α,β-unsaturated
2-acyl
imidazoles
and
α-silylamines
give
β,β-disubstituted
γ-amino
acid
derivatives
carbon
The
facile
protocol
shows
good
functional
group
tolerance
broad
substrate
scope.
corresponding
products
were
obtained
in
generally
yields
(up
96%)
high
enantioselectivities
99:1
e.r.).
Asian Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
12(5)
Published: April 12, 2023
Abstract
A
visible‐light‐induced
acyl
radical
conjugate
addition
to
electron‐deficient
alkenes
with
acylsilane
was
realized
by
merging
photoredox
and
Lewis
acid
catalysis
under
mild
reaction
conditions.
Various
tri‐
tetra‐substituted
furans
were
obtained
good
yield
(up
97%)
from
α,β‐unsaturated
ketones.
Based
on
the
experimental
results
spectral
analysis,
a
possible
catalytic
cycle
involving
1,4‐conjugate
addition/ring‐closure/arylation
sequence
proposed.
Beyond
that,
1,6‐acyl
para
‐quinone
methides
also
accomplished
deliver
series
of
α‐aryl
ketones
using
this
synergistic
protocol.
Chinese Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
43(3), P. 961 - 961
Published: Jan. 1, 2023
Catalytic
enantioselective
protonation
(EP)
is
a
straightforward
and
effective
approach
to
construct
enantioenriched
carbonyl
compounds
containing
tertiary
stereocenter
at
its
α-position,
which
has
been
widely
applied
in
organic
synthesis
medicinal
chemistry.This
field
significant
advances
recent
decades,
relevant
reviews
based
on
substrate
category,
catalytic
system
reaction
type
have
reported
successively.In
this
paper,
new
developments
are
updated
summarized
since
2019,
classied
into
the
directly
asymmetric
of
performed
enolates
situ
enolates,
α-carbanion,
or
α-radical
intermediates,
involving
variety
categories,
systems,
activation
modes,
as
well
strategies
means.It
expected
that
these
studies
can
inspire
chemists
continuously
contribute
further
promote
development
chemistry,
catalysis
other
related
fields,
provide
facile
efficient
access
high-value
chiral
molecules,
including
natural
products
their
drugs,
drug
candidates
so
on.