Design and Application of Peptide‐Mimic Phosphonium Salt Catalysts in Asymmetric Synthesis
Angewandte Chemie International Edition,
Год журнала:
2023,
Номер
62(47)
Опубликована: Июль 6, 2023
Chiral
phosphonium
salt
catalysis,
traditionally
classified
as
a
type
of
phase
transfer
has
proven
to
be
powerful
strategy
for
the
stereoselective
preparation
diverse
optically
active
molecules.
However,
there
still
remain
numerous
forbidding
issues
reactivity
and
selectivity
in
such
well-known
organocatalysis
system.
Accordingly,
development
new
high-performance
catalysts
with
unique
chiral
backbones
is
highly
desirable,
yet
challenging.
This
Minireview
describes
prominent
endeavours
family
peptide-mimic
multiple
hydrogen-bonding
donors
their
applications
plethora
enantioselective
synthesis
during
past
few
years.
Hopefully,
this
minireview
will
pave
way
further
developing
much
more
efficient
privileged
ligands/catalysts
featuring
exclusively
catalytic
ability
asymmetric
synthesis.
Язык: Английский
Stereoselective Synthesis of Biology-Oriented Pentacyclic Pyrrolo[2,1-a]isoquinoline Scaffolds by Photoredox-Induced Radical Annulations
Organic Letters,
Год журнала:
2025,
Номер
unknown
Опубликована: Фев. 25, 2025
We
report
a
visible-light
photoredox-induced
stereoselective
radical
1,3-dipolar
cycloaddition
between
tetrahydroisoquinolines
and
coumarin
derivatives,
providing
platform
for
the
efficient
synthesis
of
pseudo-natural-inspired
fused
pentacyclic
scaffolds.
Using
this
protocol,
diverse
range
valuable
pyrrolo[2,1-a]isoquinolines
were
efficiently
obtained
in
moderate
to
good
yields
excellent
diastereoselectivities.
Mechanistic
investigations
including
control
experiments
light
on/off
studies
indicated
that
reaction
underwent
induced
process.
The
insights
gained
from
our
are
expected
advance
general
efforts
toward
green
biology-oriented
pseudo-natural
products
heterocyclic
skeletons.
Язык: Английский
Asymmetric Mannich/Cyclization Reaction of 2-Benzothiazolimines and 2-Isothiocyano-1-indanones to Construct Chiral Spirocyclic Compounds
Molecules,
Год журнала:
2024,
Номер
29(13), С. 2958 - 2958
Опубликована: Июнь 21, 2024
An
efficient
and
practical
organocatalyzed
asymmetric
Mannich/cyclization
tandem
reaction
strategy
of
2-benzothiazolimines
2-isothiocyanato-1-indanones
was
developed,
novel
spirocyclic
compounds
containing
benzothiazolimine
indanone
scaffolds
were
obtained.
This
chiral
thiourea-catalyzed
offers
with
continuous
tertiary
quaternary
stereocenters
in
good
to
high
yields
(up
90%)
excellent
diastereoselectivities
>20:1
dr)
enantioselectivities
98%
ee)
at
-18
°C.
Additionally,
the
scaled-up
synthesis
also
performed
retained
yield
stereoselectivity,
a
mechanism
proposed.
Язык: Английский
Design and Application of Peptide‐Mimic Phosphonium Salt Catalysts in Asymmetric Synthesis
Angewandte Chemie,
Год журнала:
2023,
Номер
135(47)
Опубликована: Июль 6, 2023
Abstract
Chiral
phosphonium
salt
catalysis,
traditionally
classified
as
a
type
of
phase
transfer
has
proven
to
be
powerful
strategy
for
the
stereoselective
preparation
diverse
optically
active
molecules.
However,
there
still
remain
numerous
forbidding
issues
reactivity
and
selectivity
in
such
well‐known
organocatalysis
system.
Accordingly,
development
new
high‐performance
catalysts
with
unique
chiral
backbones
is
highly
desirable,
yet
challenging.
This
Minireview
describes
prominent
endeavours
family
peptide‐mimic
multiple
hydrogen‐bonding
donors
their
applications
plethora
enantioselective
synthesis
during
past
few
years.
Hopefully,
this
minireview
will
pave
way
further
developing
much
more
efficient
privileged
ligands/catalysts
featuring
exclusively
catalytic
ability
asymmetric
synthesis.
Язык: Английский