Chemistry - A European Journal,
Год журнала:
2023,
Номер
30(13)
Опубликована: Дек. 12, 2023
Abstract
A
convenient
and
versatile
approach
to
important
1‐azaspirocyclic
systems
relevant
medicinal
chemistry
natural
products
is
reported
herein.
The
main
strategy
relies
on
a
reductive
decarboxylative
cyclization
of
redox‐active
esters
which
can
be
rapidly
assembled
from
abundant
cyclic
azaacids
tailored
acceptor
sidechains,
with
focus
alkyne
acceptors
enabling
the
generation
useful
exo
‐alkene
moieties.
Diastereoconvergent
variants
were
studied
could
achieved
either
through
remote
stereocontrol
or
conformational
restriction
in
bicyclic
carbamate
substrates.
Two
sets
metal‐free
photocatalytic
conditions
employing
inexpensive
eosin
Y
disclosed
experimentally
highlight
key
mechanistic
divergences.
Natural Product Reports,
Год журнала:
2024,
Номер
41(7), С. 1152 - 1179
Опубликована: Янв. 1, 2024
Covering:
up
to
the
end
of
2023Cephalotane
diterpenoids
are
a
unique
class
natural
products
exclusive
genus
Cephalotaxus,
featuring
rigid
7,6,5,6-fused
tetracyclic
architecture.
The
study
cephalotanes
dates
back
1970s,
when
harringtonolide
(1),
Cephalotaxus
troponoid
with
peculiar
norditerpenoid
carbon
skeleton,
was
first
discovered.
In
recent
years,
prototype
C20
proposed
as
cephalotane
were
disclosed,
which
triggered
intense
studies
on
this
diterpenoid
family.
To
date,
cumulative
total
105
great
structural
diversity
and
biological
importance
have
been
isolated.
addition,
significant
advances
made
in
field
synthesis
biosynthesis
years.
This
review
provides
complete
overview
chemical
structures,
bioactivities,
biosynthetic
aspects,
completed
all
isolated
diterpenoids,
will
help
guide
future
research
compounds.
Chemical Communications,
Год журнала:
2023,
Номер
59(69), С. 10388 - 10391
Опубликована: Янв. 1, 2023
This
study
presents
a
highly
effective
method
for
the
photoinduced
copper-catalyzed
1,2-amino
oxygenation
of
1,3-dienes.
synthetic
strategy
involves
dual
roles
single
copper
catalyst,
which
can
act
as
photosensitizer
to
generate
nitrogen
radicals
and
also
react
with
allyl
via
electron
transfer
(SET)
processes.
The
produces
range
quaternary
carbon-centered
carboxylic
esters
tertiary
ethers
high
yields
excellent
regioselectivity
under
mild
reaction
conditions.
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(7), С. 5164 - 5169
Опубликована: Март 27, 2024
Formal
total
syntheses
of
stemonamine
and
cephalotaxine
bearing
the
core
cyclopenta[1,2-b]pyrrolo[1,2-a]azepine
ring
skeleton
were
achieved.
The
general
synthetic
strategy
in
synthesis
features
reductive
oxy-Nazarov
cyclization
as
key
step,
leading
to
versatile
construction
N-substituted
spiro
quaternary
stereogenic
centers
from
readily
available
starting
materials.
Journal of the American Chemical Society,
Год журнала:
2023,
Номер
145(49), С. 26550 - 26556
Опубликована: Ноя. 29, 2023
A
catalytic
enantioselective
polycyclization
of
tertiary
enamides
with
terminal
silyl
enol
ethers
has
been
developed
by
virtue
Cu(OTf)2
catalysis
a
novel
spiropyrroline-derived
oxazole
(SPDO)
ligand.
This
tandem
reaction
offers
an
effective
approach
to
assemble
bicyclic
and
tricyclic
N-heterocycles
bearing
both
aza-
oxa-quaternary
stereogenic
centers,
which
are
primal
subunits
in
range
natural
alkaloids.
Strategic
application
this
methodology
late-stage
radical
cyclization
as
key
steps
have
showcased
the
concise
total
synthesis
(−)-cephalocyclidin
A.
Chemistry - A European Journal,
Год журнала:
2023,
Номер
29(68)
Опубликована: Сен. 13, 2023
Total
syntheses
of
C11-oxygenated
Cephalotaxus
alkaloids,
fortuneicyclidins
A
and
B,
cephalotine
were
achieved.
The
key
for
the
synthesis
is
a
Pd-catalyzed
dearomative
spirocyclization
bromofurans
with
N-tosylhydrazones,
followed
by
acid-mediated
tandem
transformation
to
construct
tetracyclic
skeleton
C11-oxygen
functional
group.
Chemo-selective
catalytic
group
conversions
intermediate
completed
B
in
8
9
steps,
respectively.
Organic Letters,
Год журнала:
2023,
Номер
25(41), С. 7459 - 7463
Опубликована: Авг. 14, 2023
Cephalotine
A,
a
recently
isolated
Cephalotaxus
alkaloid,
was
first
synthesized
enantioselectively
through
three
critical
reactions.
SmI2
-mediated
radical
cyclization
of
lactone
and
aldehyde
to
forge
the
final
ring
system,
Chang's
iridium-catalyzed
C-H
amidation
construct
pyrrolidone
stereoselectively,
Carreria's
dual
Ir/amine
catalyzed
allylation
install
vicinal
tertiary
stereocenters.
