Bioinspired concise synthesis of caged Sesquiterpenoids Artatrovirenols A and B
Nature Communications,
Год журнала:
2025,
Номер
16(1)
Опубликована: Янв. 2, 2025
Язык: Английский
Site‐Selective Distal C(sp3)–H Bromination of Aliphatic Amines as a Gateway for Forging Nitrogen‐Containing sp3 Architectures
Angewandte Chemie International Edition,
Год журнала:
2024,
Номер
unknown
Опубликована: Май 21, 2024
Herein,
we
disclose
a
new
strategy
that
rapidly
and
reliably
incorporates
bromine
atoms
at
distal,
secondary
C(sp
Язык: Английский
Convergent Total Synthesis of (−)-Calidoustene
Journal of the American Chemical Society,
Год журнала:
2025,
Номер
147(19), С. 15963 - 15969
Опубликована: Апрель 29, 2025
The
first
total
synthesis
of
the
sesterterpenoid
(-)-calidoustene
has
been
accomplished,
featuring
a
stereoselective
Michael/aldol
cascade
to
construct
trans-hydrindane
backbone,
tandem
Pummerer/Sakurai
cyclization
establish
bicyclo[3.2.1]octane
framework,
metallaphotoredox
enone
coupling
followed
by
MHAT-initiated
forge
congested
central
C-ring,
and
late-stage
functionalization
via
Cu-catalyzed
desaturation
diimide
reduction.
Язык: Английский
Bioinspired Stereoselective Total Synthesis of the Caged Sesquiterpenoid Daphnepapytone A
Organic Letters,
Год журнала:
2025,
Номер
unknown
Опубликована: Май 15, 2025
The
first
total
synthesis
of
the
novel
caged
sesquiterpenoid
daphnepapytone
A
is
disclosed.
Key
reactions
include
a
Pauson-Khand
cycloaddition
to
provide
oleodaphone,
bioinspired
photoinduced
[2
+
2]
forge
cyclobutane-containing
skeleton,
and
C-H
oxidation
reduction
protocol
generate
A.
Finally,
17-step
synthetic
sequence
shortened
4
steps
in
protecting
group-free
exclusively
stereoselective
fashion.
Язык: Английский
Electrochemical N‐Centered Radical‐Triggered Intramolecular N‐N Coupling for the Cyclization of o‐Aminyl Azobenzenes
Anna Gao,
K. K. N. CHEN,
Fang Ma
и другие.
European Journal of Organic Chemistry,
Год журнала:
2024,
Номер
27(46)
Опубликована: Авг. 28, 2024
Abstract
An
electrochemical
radical
cyclization
of
o
‐aminyl
azobenzenes
via
N
‐centered
generation
has
been
developed
for
the
synthesis
benzotriazoles.
The
bearing
a
sulfonyl
protection
on
amine
readily
proceeds
in
absence
any
external
transition
metal
catalyst
or
chemical
oxidant,
and
exhibits
good
tolerance
towards
functional
groups.
Язык: Английский
Site‐Selective Distal C(sp3)–H Bromination of Aliphatic Amines as a Gateway for Forging Nitrogen‐Containing sp3 Architectures
Angewandte Chemie,
Год журнала:
2024,
Номер
unknown
Опубликована: Май 21, 2024
Abstract
Herein,
we
disclose
a
new
strategy
that
rapidly
and
reliably
incorporates
bromine
atoms
at
distal,
secondary
C(sp
3
)−H
sites
in
aliphatic
amines
with
an
excellent
predictable
site‐selectivity
pattern.
The
resulting
halogenated
building
blocks
serve
as
versatile
linchpins
to
enable
series
of
carbon‐carbon
carbon‐heteroatom
bond‐formations
remote
)
sites,
thus
offering
modular
unified
platform
expediates
the
access
advanced
sp
architectures
possessing
valuable
nitrogen‐containing
saturated
heterocycles
interest
medicinal
chemistry
settings.
Язык: Английский
C–H Functionalization of Camphor Through Emerging Approaches
Chemistry Letters,
Год журнала:
2024,
Номер
53(11)
Опубликована: Окт. 30, 2024
Abstract
Camphor
and
related
monoterpenoid
natural
products
have
served
as
versatile
“chiral
pool”
materials
in
organic
chemistry
for
over
half
a
century.
Historically,
many
researchers
used
variety
of
transformations
involving
orchestrated
rearrangements
the
bornane
skeleton
to
functionalize
camphor
framework,
expanding
utility
this
chiral
building
block.
Recent
developments
C–H
functionalization
methodologies
provide
myriad
opportunities
derivatize
framework
selective
predictable
fashion.
In
review,
short
summary
methods
scaffold
using
rearrangement
is
provided
followed
by
discussion
emerging
directed
functionalizations
that
diverse
new
ways
framework.
Язык: Английский