Stereodivergent Construction of 1,3‐Chiral Centers via Tandem Asymmetric Conjugate Addition and Allylic Substitution Reaction
Angewandte Chemie International Edition,
Год журнала:
2023,
Номер
62(10)
Опубликована: Янв. 4, 2023
Herein,
we
report
a
synthesis
of
cyclohexanones
bearing
multi-continuous
stereocenters
by
combining
copper-catalyzed
asymmetric
conjugate
addition
dialkylzinc
reagents
to
cyclic
enones
with
iridium-catalyzed
allylic
substitution
reaction.
Good
excellent
yields,
diastereoselectivity
and
enantioselectivity
can
be
obtained.
Unlike
the
stereodivergent
construction
adjacent
(1,2-position)
reported
in
literature,
current
reaction
achieve
nonadjacent
(1,3-position)
proper
combination
two
chiral
catalysts
different
enantiomers.
Язык: Английский
Iridium‐Catalyzed Asymmetric Allylic Benzylation with Photogenerated Hydroxy‐o‐Quinodimethanes
Pusu Yang,
Ruixiang Wang,
Yuan‐Zheng Cheng
и другие.
Angewandte Chemie International Edition,
Год журнала:
2022,
Номер
61(48)
Опубликована: Сен. 30, 2022
Abstract
An
iridium‐catalyzed
asymmetric
allylic
benzylation
of
aryl
vinyl
carbinols
under
light
irradiation
is
described.
2‐Methylbenzophenone
derivatives
are
employed
and
activated
to
hydroxy‐
o
‐quinodimethanes
by
an
ultraviolet
(UV)
light.
This
approach
enables
with
high
enantioselectivity
(up
99
%
ee)
from
readily
available
2‐methylbenzophenones
without
the
utilization
strong
bases,
pre‐activation
or
pre‐functionalization
substrates.
Moreover,
deuterium
experiments
reveal
generation
nucleophilic
benzyl
species
2‐methylbenzophenone
UV
irradiation.
Язык: Английский
Stereodivergent Construction of 1,3‐Chiral Centers via Tandem Asymmetric Conjugate Addition and Allylic Substitution Reaction
Angewandte Chemie,
Год журнала:
2023,
Номер
135(10)
Опубликована: Янв. 4, 2023
Abstract
Herein,
we
report
a
synthesis
of
cyclohexanones
bearing
multi‐continuous
stereocenters
by
combining
copper‐catalyzed
asymmetric
conjugate
addition
dialkylzinc
reagents
to
cyclic
enones
with
iridium‐catalyzed
allylic
substitution
reaction.
Good
excellent
yields,
diastereoselectivity
and
enantioselectivity
can
be
obtained.
Unlike
the
stereodivergent
construction
adjacent
(1,2‐position)
reported
in
literature,
current
reaction
achieve
nonadjacent
(1,3‐position)
proper
combination
two
chiral
catalysts
different
enantiomers.
Язык: Английский
Iridium‐Catalyzed Asymmetric Allylic Benzylation with Photogenerated Hydroxy‐o‐Quinodimethanes
Pusu Yang,
Ruixiang Wang,
Yuan‐Zheng Cheng
и другие.
Angewandte Chemie,
Год журнала:
2022,
Номер
134(48)
Опубликована: Сен. 30, 2022
Abstract
An
iridium‐catalyzed
asymmetric
allylic
benzylation
of
aryl
vinyl
carbinols
under
light
irradiation
is
described.
2‐Methylbenzophenone
derivatives
are
employed
and
activated
to
hydroxy‐
o
‐quinodimethanes
by
an
ultraviolet
(UV)
light.
This
approach
enables
with
high
enantioselectivity
(up
99
%
ee)
from
readily
available
2‐methylbenzophenones
without
the
utilization
strong
bases,
pre‐activation
or
pre‐functionalization
substrates.
Moreover,
deuterium
experiments
reveal
generation
nucleophilic
benzyl
species
2‐methylbenzophenone
UV
irradiation.
Язык: Английский