Asian Journal of Organic Chemistry,
Journal Year:
2021,
Volume and Issue:
10(11), P. 2820 - 2847
Published: Aug. 30, 2021
Abstract
Electro‐organic
reactions
are
now
considered
as
one
of
the
most
efficient
and
environmentally
benign
methodologies
to
synthesize
highly
functionalized
motifs
like
difunctionalized
unsaturated
compounds
from
readily
available
substrates.
Excellent
regioselectivity,
functional
group
tolerance
broad
range
substrates
main
advantages
electrochemical
difunctionalization
reactions.
Alkenes
alkynes
accept
radical
or
ionic
derivatives
which
makes
it
vital
precursors
for
synthesis
industrially
relevant
biologically
active
molecules
through
difunctionalization.
This
review
aims
provide
readers
an
excellent
coverage
different
alkenes
such
1,2‐homodifunctionalization,
1,2‐heterodifunctionalization,
rearrangement,
ipso
‐migration,
cyclization
dehydrogenative
annulation
Journal of the American Chemical Society,
Journal Year:
2018,
Volume and Issue:
140(45), P. 15170 - 15175
Published: Nov. 1, 2018
A
catalytic
asymmetric
vinylogous
Mannich-type
reaction
of
γ-halo-α,β-unsaturated
N-acylpyrazoles
and
N-Boc-aldimines
was
disclosed,
which
afforded
an
array
halogenated
(F-,
Cl-,
Br-)
allylic
stereogenic
carbon
centers
in
high
yields
with
good
to
regio-,
diastereo-,
enantioselectivities.
The
brominated
product
served
as
a
suitable
electrophile
for
common
SN2
nucleophilic
substitution
copper-mediated
SN2'
alkylation
metal
reagents.
utility
present
methodology
demonstrated
by
the
synthesis
intermediate
toward
two
chiral
2,3-disubstituted
piperidine
pharmaceuticals.
Journal of the American Chemical Society,
Journal Year:
2018,
Volume and Issue:
140(46), P. 15646 - 15650
Published: Nov. 7, 2018
Herein
we
report
a
highly
regio-
and
stereoselective
haloazidation
of
allylic
alcohols.
This
enantioselective
reaction
uses
readily
available
materials
can
be
performed
on
variety
alkyl-substituted
alkenes
incorporate
either
bromine
or
chlorine
as
the
electrophilic
halogen
component.
Both
halide
azido
groups
resulting
products
transformed
into
valuable
building
blocks
with
complete
stereospecificity.
The
first
example
an
1,4-haloazidation
conjugated
diene
is
reported
well
its
application
to
concise
synthesis
aza-sugar.
Angewandte Chemie International Edition,
Journal Year:
2019,
Volume and Issue:
58(27), P. 9239 - 9243
Published: April 23, 2019
Abstract
The
use
of
a
new
class
unsymmetrical
cinchona‐alkaloid‐based,
phthalazine‐bridged
organocatalysts
enabled
the
highly
enantioselective
dichlorination
unfunctionalized
alkenes.
In
combination
with
electrophilic
chlorinating
agent
1,3‐dichloro‐5,5‐dimethylhydantoin
(DCDMH)
and
triethylsilyl
chloride
(TES‐Cl)
as
source
nucleophilic
chloride,
1‐aryl‐2‐alkyl
alkenes
were
dichlorinated
enantioselectivities
up
to
94:6
er
.
Initial
mechanistic
investigations
suggest
that
no
free
chlorine
is
formed,
by
replacement
fluoride,
chlorofluorinations
are
possible.
Organic Letters,
Journal Year:
2018,
Volume and Issue:
20(20), P. 6384 - 6388
Published: Sept. 28, 2018
Chiral
selenide-catalyzed
oxytrifluoromethylthiolation
of
aliphatic
internal
alkenes
by
a
formally
intermolecular
strategy
is
disclosed,
affording
CF3S
1,3-amino
alcohol
and
1,3-diol
derivatives
with
high
regio-,
enantio-,
diastereoselectivities.
The
reactions
are
promoted
neighboring
imide
or
ester
group
on
substrates
via
six-membered
ring
transition
state.
This
assistance
also
successfully
applied
to
the
regio-
diastereoselective
oxyhalofunctionalization
conversion
alkynes.
Asian Journal of Organic Chemistry,
Journal Year:
2021,
Volume and Issue:
10(11), P. 2820 - 2847
Published: Aug. 30, 2021
Abstract
Electro‐organic
reactions
are
now
considered
as
one
of
the
most
efficient
and
environmentally
benign
methodologies
to
synthesize
highly
functionalized
motifs
like
difunctionalized
unsaturated
compounds
from
readily
available
substrates.
Excellent
regioselectivity,
functional
group
tolerance
broad
range
substrates
main
advantages
electrochemical
difunctionalization
reactions.
Alkenes
alkynes
accept
radical
or
ionic
derivatives
which
makes
it
vital
precursors
for
synthesis
industrially
relevant
biologically
active
molecules
through
difunctionalization.
This
review
aims
provide
readers
an
excellent
coverage
different
alkenes
such
1,2‐homodifunctionalization,
1,2‐heterodifunctionalization,
rearrangement,
ipso
‐migration,
cyclization
dehydrogenative
annulation
