An
enantioselective
Pd/Cu-catalyzed
sequential
Heck/Sonogashira
reaction
of
electron-rich
enamides
is
reported,
providing
various
3-propargyl
isoindolinone
derivatives
bearing
quaternary
stereogenic
centers
in
good
yield
and
enantioselectivity.
Synthesis,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Oct. 29, 2024
Abstract
We
developed
a
Ni-catalyzed
asymmetric
reductive
spirocyclization
of
1,6-enynes
with
o-haloaryl
aldehydes.
This
approach
provides
an
efficient
method
for
the
construction
chiral
spiroindanone
pyrrolidine
derivatives
in
good
yields
excellent
enantio-
and
diastereoselectivity
(up
to
99%
ee,
>20:1
dr).
reaction
does
not
require
pre-prepared
organometallic
reagents
exhibits
substrate
compatibility.
An
enantioselective
Pd/Cu-catalyzed
sequential
Heck/Sonogashira
reaction
of
electron-rich
enamides
is
reported,
providing
various
3-propargyl
isoindolinone
derivatives
bearing
quaternary
stereogenic
centers
in
good
yield
and
enantioselectivity.