Angewandte Chemie International Edition,
Journal Year:
2017,
Volume and Issue:
56(14), P. 4002 - 4005
Published: March 7, 2017
Abstract
An
enantioselective
iridium‐catalyzed
allylic
substitution
with
a
set
of
highly
unstabilized
nucleophiles
generated
in
situ
from
2‐methylpyridines
is
described.
Enantioenriched
2‐substituted
pyridines,
which
are
frequently
encountered
natural
products
and
pharmaceuticals,
could
be
easily
constructed
by
this
simple
method
good
yields
excellent
enantioselectivity.
The
synthetic
utility
the
pyridine
demonstrated
through
synthesis
key
intermediate
reported
Na
+
/H
exchanger
inhibitor
total
(−)‐lycopladine
A.
ACS Catalysis,
Journal Year:
2019,
Volume and Issue:
9(8), P. 7335 - 7342
Published: July 17, 2019
Transition-metal-catalytic
domino
reactions
represent
important
advances
in
synthetic
organic
chemistry.
Their
development
benefits
synthesis
by
providing
highly
efficient
and
step-economical
methods
to
complex
molecules
with
impressive
selectivity.
Herein,
a
Ni-catalyzed
reductive
cyclization
of
acrylamides
alkynyl
bromides
is
reported,
enabling
rapid
assembly
range
substituted
2,3-fused
cyclopentannulated
indolines.
Preliminary
mechanistic
studies
revealed
that
tricyclic
indolines
are
afforded
through
regioselective
migratory
insertion
1,3-diynes,
which
formed
from
the
homocoupling
bromides,
into
situ
generated
σ-alkyl-Ni(II)
species,
followed
nucleophilic
addition
resulting
alkenyl
nickel
unactivated
amides.
Most
importantly,
regio-
enantioselective
internal
alkynes
has
also
been
developed.
This
transformation
takes
place
under
mild
conditions
high
efficiency,
access
structurally
diverse
synthetically
useful
yields
regioselectivity
(>20/1)
enantioselectivity
(27
examples,
82–96%
ee).
Angewandte Chemie International Edition,
Journal Year:
2019,
Volume and Issue:
58(16), P. 5438 - 5442
Published: Feb. 12, 2019
The
basic
industrial
feedstock
isoprene
was
employed
as
a
building
block
to
install
prenyl
and
reverse-prenyl
groups
onto
indoles.
regioselectivity
can
be
manipulated
by
the
choice
of
metal
hydride.
Reverse-prenylated
indoles
were
attained
with
high
selectivity
when
using
Rh-H.
By
switching
Pd-H
catalyst,
toward
prenylated
achieved.
This
regiodivergent
method
also
features
atom
economy
without
stoichiometric
byproduct
formation.
Chemical Society Reviews,
Journal Year:
2021,
Volume and Issue:
50(10), P. 5985 - 6012
Published: Jan. 1, 2021
Pyrroloindolines
are
widely
present
in
natural
products.
In
this
review,
we
summarize
state-of-the-art
of
catalytic
asymmetric
synthesis
pyrroloindolines,
as
well
related
applications
to
products
total
synthesis.
Journal of the American Chemical Society,
Journal Year:
2021,
Volume and Issue:
143(13), P. 4921 - 4927
Published: March 23, 2021
Alkenyl
boronates
add
to
Ir(π-allyl)
intermediates
with
high
enantioselectivity.
A
1,2-metalate
shift
forms
a
second
C–C
bond
and
sets
1,3-stereochemical
relationship.
The
three-component
coupling
provides
tertiary
boronic
esters
that
can
undergo
multiple
additional
functionalizations.
An
extension
trisubstituted
olefins
three
contiguous
stereocenters.
Angewandte Chemie International Edition,
Journal Year:
2017,
Volume and Issue:
56(14), P. 4002 - 4005
Published: March 7, 2017
Abstract
An
enantioselective
iridium‐catalyzed
allylic
substitution
with
a
set
of
highly
unstabilized
nucleophiles
generated
in
situ
from
2‐methylpyridines
is
described.
Enantioenriched
2‐substituted
pyridines,
which
are
frequently
encountered
natural
products
and
pharmaceuticals,
could
be
easily
constructed
by
this
simple
method
good
yields
excellent
enantioselectivity.
The
synthetic
utility
the
pyridine
demonstrated
through
synthesis
key
intermediate
reported
Na
+
/H
exchanger
inhibitor
total
(−)‐lycopladine
A.
