Chemical Communications,
Journal Year:
2021,
Volume and Issue:
57(34), P. 4089 - 4105
Published: Jan. 1, 2021
This
feature
article
describes
how
enamides
and
dienamides
can
participate
in
chiral
phosphoric
acid
catalyzed
enantioselective
cycloadditions
to
prepare
a
wide
range
of
cyclic
amines.
Journal of the American Chemical Society,
Journal Year:
2021,
Volume and Issue:
143(30), P. 11611 - 11619
Published: July 23, 2021
A
diastereodivergent
and
enantioselective
synthesis
of
chiral
spirocyclohexyl-indolenines
with
four
contiguous
stereogenic
centers
is
achieved
by
a
phosphoric
acid-catalyzed
cycloaddition
2-susbtituted
3-indolylmethanols
1,3-dienecarbamates.
Modular
access
to
two
different
diastereoisomers
high
enantioselectivities
was
obtained
careful
choice
reaction
conditions.
Their
functional
group
manipulation
provides
an
efficient
enantioenriched
spirocyclohexyl-indolines
-oxindoles.
The
origins
this
stereocontrol
have
been
identified
using
DFT
calculations,
which
reveal
unexpected
mechanism
compared
our
previous
work
dealing
enecarbamates.
iScience,
Journal Year:
2021,
Volume and Issue:
24(10), P. 103134 - 103134
Published: Sept. 15, 2021
Multicomponent
reactions
(MCRs)
are
ideal
platforms
for
the
generation
of
a
wide
variety
organic
scaffolds
in
convergent
and
atom-economical
manner.
Many
strategies
highly
substituted
diverse
structures
have
been
developed
among
these,
Petasis
reaction
represents
viable
manifold
synthesis
amines
via
coupling
an
amine,
aldehyde
boronic
acid
(BA).
Despite
its
synthetic
utility,
inherent
drawbacks
associated
with
traditional
two-electron
stimulated
continuous
research
towards
more
facile
tolerant
methodologies.
In
this
regard,
we
present
use
free
alkyl
BAs
as
effective
radical
precursors
MCR
through
single-electron
transfer
mechanism
under
mild
conditions.
We
further
demonstrated
applicability
to
photo-flow
reactors,
facilitating
scale-up
rapid
assembly
complex
molecular
structures.
New Journal of Chemistry,
Journal Year:
2021,
Volume and Issue:
45(47), P. 21967 - 22011
Published: Jan. 1, 2021
The
present
review
covers
all
synthetic
methods
based
on
isocyanide-based
multicomponent
reactions
for
the
preparation
of
polysubstituted
pyrroles
as
parent
cores
many
essential
drugs,
biologically
active
compounds,
and
compounds
with
wide
application
in
materials
science.
Angewandte Chemie International Edition,
Journal Year:
2022,
Volume and Issue:
61(23)
Published: March 9, 2022
Allylic
gem-dichlorides
are
shown
to
be
efficient
substrates
for
catalytic
asymmetric
allylboration
of
alkynes.
The
method
employs
a
chiral
NHC-Cu
catalyst
capable
generating
in
single
step
skipped
dienes
bearing
Z-alkenyl
chloride,
trisubstituted
E-alkenyl
boronate
and
bis-allylic
stereocenter
with
excellent
levels
chemo-,
regio-
enantio-
diastereoselectivity.
This
high
degree
functionalization
makes
these
products
versatile
building
blocks
as
illustrated
the
synthesis
several
optically
active
compounds.
DFT
calculations
support
key
presence
metal
cation
bridge
ligand-substrate
interaction
account
stereoselectivity
outcome.
Nature Communications,
Journal Year:
2022,
Volume and Issue:
13(1)
Published: Nov. 18, 2022
Abstract
Ugi
reactions
and
related
variations
are
proven
to
be
atom
step-economic
strategies
for
construction
of
highly
valuable
peptide-like
skeletons
nitrogenous
heterocycles.
The
development
structurally
diverse
range
novel
catalytic
systems
the
discovery
new
approaches
accommodate
a
broader
scope
terminating
reagents
asymmetric
four-component
reaction
is
still
in
high
demand.
Here,
we
report
strategy
that
enables
enantioselective
Ugi-azide
employing
anionic
stereogenic-at-cobalt(III)
complexes
as
catalysts.
key
nitrilium
intermediates,
generated
through
nucleophilic
addition
isocyanides
chiral
ion-pair
which
consists
counteranion
protonated
iminium,
trapped
by
either
carboxylic
acids
or
situ-generated
hydrazoic
acid,
delivering
α-acylamino
amides
α-aminotetrazoles
good
excellent
enantioselectivities
(up
99:1
e.r.).
European Journal of Organic Chemistry,
Journal Year:
2022,
Volume and Issue:
2022(46)
Published: Nov. 16, 2022
Abstract
Spiro
derivatives
are
important
scaffolding
substances
found
in
many
natural
products
and
pharmaceuticals.
In
the
last
decade,
numerous
new
approaches
based
on
multicomponent
reactions
have
been
explored
for
selective
efficient
development
of
spiro
using
various
organocatalytic
transition
metal‐based
catalytic
systems.
This
Review
discusses
pioneering
advances
field
stereoselective
preparation
derivatives.
These
include
Michael
cascade
cyclization
reactions,
cycloadditions,
diastereoselective
miscellaneous
synthesis
spiro‐hetero/carbocycles.
Advances
decade
made
it
possible
to
synthesize
compounds
with
good
excellent
stereoselectivity
under
appropriate
reaction
conditions.
However,
achieving
high
regioselectivity
several
described
remains
a
challenge.
Organocatalysts
transition‐metal‐based
catalysts
play
crucial
role
this
milestone.
Proposed
mechanisms
supporting
evidence
highlighted
Review.
The
progress
is
immense.
expected
that
synthetic
methods
will
soon
be
developed
can
widely
used
spiro‐heterocycles/carbocycles.
RSC Advances,
Journal Year:
2023,
Volume and Issue:
13(24), P. 16091 - 16125
Published: Jan. 1, 2023
Pseudo-MCRs
are
domino-type
one-pot
processes
that
involve
combinations
of
at
least
three
reactants
(similarly
to
normal
MCRs)
but
in
which
one
them
is
stoichiometrically
duplicated
(or
more)
and
hence
takes
part
into
two
reaction
steps
more).
