Angewandte Chemie International Edition,
Journal Year:
2023,
Volume and Issue:
63(4)
Published: Dec. 7, 2023
Abstract
A
readily
accessible
conjugate‐base‐stabilized
carboxylic
acid
(CBSCA)
catalyst
facilitates
highly
enantioselective
[4+2]
cycloaddition
reactions
of
salicylaldehyde‐derived
acetals
and
cyclic
enol
ethers,
resulting
in
the
formation
polycyclic
chromanes
with
oxygenation
2‐
4‐positions.
Stereochemically
more
complex
products
can
be
obtained
from
racemic
ethers.
Spirocyclic
are
also
accessible.
European Journal of Organic Chemistry,
Journal Year:
2019,
Volume and Issue:
2019(40), P. 6735 - 6748
Published: Aug. 27, 2019
The
basicities
of
simple
organic
bases
–
aliphatic
and
aromatic
amines,
amidines,
phosphazenes,
as
well
saturated
unsaturated
nitrogen
heterocycles
are
examined
in
acetonitrile,
dimethyl
sulfoxide,
tetrahydrofuran,
water
the
gas
phase.
(p
K
aH
values)
conjugate
acids
a
large
variety
these
media
presented
discussed.
Equations
employing
easily
usable
structural
descriptors
have
been
derived
for
approximately
converting
from
acetonitrile
to
other
solvents.
Recommendations
given
on
their
practical
use
number
p
values
that
experimentally
unavailable
estimated
relationships.
An
important
part
minireview
is
compilation
GB
compounds
solvents
phase,
respectively,
revised
basicity
scale
now
containing
more
than
270
values.
Journal of the American Chemical Society,
Journal Year:
2023,
Volume and Issue:
145(9), P. 5439 - 5446
Published: Feb. 22, 2023
Direct
construction
of
chiral
S(VI)
from
prochiral
S(II)
is
a
formidable
challenge
due
to
the
inevitable
formation
stable
S(IV).
Previous
synthetic
strategies
rely
on
conversion
S(IV)
or
enantioselective
desymmetrization
preformed
symmetrical
substrates.
Here,
we
report
desymmetrizing
hydrolysis
in
situ-generated
symmetric
aza-dichlorosulfonium
sulfenamides
for
preparation
sulfonimidoyl
chlorides,
which
could
be
used
as
general
synthon
obtaining
series
derivatives.
Organic & Biomolecular Chemistry,
Journal Year:
2023,
Volume and Issue:
21(17), P. 3477 - 3502
Published: Jan. 1, 2023
This
review
article
presents
an
in-depth
analysis
of
the
strategies
and
methodologies
for
using
chiral
phosphoric
acids
as
organocatalysts
in
asymmetric
syntheses
from
recent
literature.
Chemical Science,
Journal Year:
2021,
Volume and Issue:
12(44), P. 14920 - 14926
Published: Jan. 1, 2021
The
first
chiral
phosphoric
acid
(CPA)
catalyzed
cycloaddition-elimination
cascade
reaction
of
2-naphthol-
and
phenol-derived
enecarbamates
with
azonaphthalenes
has
been
established,
providing
a
highly
atroposelective
route
to
an
array
axially
aryl-C3-benzoindoles
in
excellent
yields
enantioselectivities.
success
this
strategy
derives
from
the
stepwise
process
involving
CPA-catalyzed
asymmetric
formal
[3
+
2]
cycloaddition
subsequent
central-to-axial
chirality
conversion
by
elimination
carbamate.
In
addition,
practicality
had
verified
varieties
transformations
towards
functionalized
atropisomers.
Organic Chemistry Frontiers,
Journal Year:
2022,
Volume and Issue:
9(22), P. 6331 - 6399
Published: Jan. 1, 2022
Since
2004,
chiral
phosphoric
acids
(CPAs)
have
emerged
as
highyl
efficient
organocatalysts,
providing
excellent
results
in
a
wide
reaction
scope.
In
this
review,
the
applications
of
CPA
for
enantioselective
additions
to
CO
and
CN
bonds
are
covered.
Chemistry - A European Journal,
Journal Year:
2023,
Volume and Issue:
29(20)
Published: Jan. 5, 2023
A
chiral
phosphoric
acid-catalyzed
enantioselective
aza-Friedel-Crafts
reaction
of
5-aminopyrazole
derivatives
with
cyclic
ketimines
attached
to
a
neutral
functional
group
is
reported.
This
protocol
allows
the
formation
pyrazole-based
C2-quaternary
indolin-3-ones
high
enantioselectivities
and
regioselectivities.
Moreover,
gram-scale
synthesis
5-aminopyrazole-based
was
performed,
no
decrease
in
yield
enantioselectivity.
RSC Advances,
Journal Year:
2020,
Volume and Issue:
10(60), P. 36818 - 36827
Published: Jan. 1, 2020
Recent
progress
in
transition-metal-free
functionalization
of
allenamides
is
reviewed,
providing
a
powerful
approach
to
rapidly
access
complex
molecules.
