Phosphine‐Catalyzed Synthesis and Cytotoxic Evaluation of Michael Adducts of the Sesquiterpene Lactone Arglabin
ChemMedChem,
Год журнала:
2024,
Номер
19(12)
Опубликована: Март 22, 2024
A
general
method
for
chemo-
and
diastereoselective
modification
of
anticancer
natural
product
arglabin
with
nitrogen-
carbon-centered
pronucleophiles
under
the
influence
nucleophilic
phosphine
catalysts
was
developed.
The
locked
s-cis-geometry
α-methylene-γ-butyrolactone
moiety
favors
additional
stabilization
zwitterionic
intermediate
by
electrostatic
interaction
between
phosphonium
enolate
oxygen
centers,
leading
to
unprecedentedly
high
efficiency
phosphine-catalyzed
Michael
additions
this
sesquiterpene
lactone.
Using
n-Bu
Язык: Английский
Reactivities of tertiary phosphines towards allenic, acetylenic, and vinylic Michael acceptors
Chemical Science,
Год журнала:
2024,
Номер
unknown
Опубликована: Янв. 1, 2024
Combined
experimental
and
quantum-chemical
studies
were
used
to
characterise
the
philicity/fugality
features
of
tertiary
phosphines
Michael
acceptors
in
phospha-Michael
reactions,
which
are
key
steps
phosphine-catalysed
organic
reactions.
Язык: Английский