Tetrahedron Chem,
Journal Year:
2023,
Volume and Issue:
7, P. 100043 - 100043
Published: Aug. 1, 2023
A
synthetic
method
for
the
preparation
of
1,8-dihydroindeno[2,1-b]pyrroles
and
pyrrol-2-yl
methanols
in
an
enantioselective
manner
that
relies
on
chiral
gold(I)-catalysed
reactions
β-amino-1,4-enynols
is
described.
divergence
product
selectivity
was
achieved
by
exploiting
electrostatic
interactions
between
counteranion
metal
catalyst
substrate.
With
a
gold(I)
complex
containing
N-triflyl
phosphoramide-based
counteranion,
tandem
dehydrative
Nazarov-type
electrocyclisation/hydroamination
substrate
found
to
selectively
occur
afford
indeno-fused
pyrrole
adduct.
In
contrast,
changing
phosphate-based
observed
result
hydroamination/enantioselective
formal
1,3-allylic
alcohol
isomerisation
cascade
pathway
give
1H-pyrrole
derivative.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(31), P. 6631 - 6636
Published: Aug. 1, 2024
A
method
for
the
assembly
of
fully
substituted
furans
containing
a
3,4-fused
5–8-membered
carbocycle,
heterocycle,
or
spirocycle
from
rhodium(I)-catalyzed
and
1,1,1,3,3,3-hexafluoroisopropanol
(HFIP)-assisted
cascade
annulation
1,n-diynyl
nitrones
has
been
developed.
Tetrahedron Chem,
Journal Year:
2023,
Volume and Issue:
7, P. 100043 - 100043
Published: Aug. 1, 2023
A
synthetic
method
for
the
preparation
of
1,8-dihydroindeno[2,1-b]pyrroles
and
pyrrol-2-yl
methanols
in
an
enantioselective
manner
that
relies
on
chiral
gold(I)-catalysed
reactions
β-amino-1,4-enynols
is
described.
divergence
product
selectivity
was
achieved
by
exploiting
electrostatic
interactions
between
counteranion
metal
catalyst
substrate.
With
a
gold(I)
complex
containing
N-triflyl
phosphoramide-based
counteranion,
tandem
dehydrative
Nazarov-type
electrocyclisation/hydroamination
substrate
found
to
selectively
occur
afford
indeno-fused
pyrrole
adduct.
In
contrast,
changing
phosphate-based
observed
result
hydroamination/enantioselective
formal
1,3-allylic
alcohol
isomerisation
cascade
pathway
give
1H-pyrrole
derivative.
