Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: March 20, 2025
The
bicyclo[1.1.0]butyl
scaffold
has
emerged
as
a
valuable
bioisostere
in
drug
discovery
programs.
Here,
we
present
streamlined
approach
for
the
generation
of
bicyclo[1.1.0]butyllithium
and
its
functionalization
with
various
classes
electrophiles
one-flow
process,
eliminating
need
intermediate
isolation.
In
comparison
to
traditional
batch
processes,
flow
method
allows
use
single
organolithium
reagent
instead
two
operates
at
significantly
higher
temperatures
(0
°C
versus
−78
°C),
enhancing
both
practicality
scalability.
Journal of the American Chemical Society,
Journal Year:
2024,
Volume and Issue:
146(20), P. 13719 - 13726
Published: May 9, 2024
With
increasing
interest
in
constructing
more
three-dimensional
entities,
there
has
been
growing
cross-coupling
reactions
that
forge
C(sp3)–C(sp3)
bonds,
which
leads
to
additional
challenges
as
it
is
not
just
a
difficult
bond
construct
but
issues
of
stereocontrol
also
arise.
Herein,
we
report
the
stereocontrolled
enantioenriched
boronic
esters
with
racemic
allylic
carbonates
enabled
by
iridium
catalysis,
leading
formation
bonds
single
or
vicinal
stereogenic
centers.
The
method
shows
broad
substrate
scope,
enabling
primary,
secondary,
and
even
tertiary
be
employed,
can
used
prepare
any
four
possible
stereoisomers
coupled
product
chiral
new
method,
combines
simultaneous
enantiospecific
reaction
nucleophile
enantioselective
electrophile
process,
offers
solution
for
stereodivergent
two
C(sp3)
fragments.
Chemical Science,
Journal Year:
2024,
Volume and Issue:
15(46), P. 19488 - 19495
Published: Jan. 1, 2024
We
present
the
first
enantioselective
dearomative
(3+3)
cycloadditions
of
bicyclobutanes
(BCBs)
utilizing
a
chiral
Lewis
acid
catalyst
and
bidentate
chelating
BCB
substrates.
Chemistry - A European Journal,
Journal Year:
2024,
Volume and Issue:
30(68)
Published: Aug. 23, 2024
Abstract
We
reported
herein
a
visible
light
mediated
de
Mayo‐type
reaction
between
1,3‐diketones
and
BCB.
The
proceeds
through
[2π+2σ]
cycloaddition
retro‐aldol
sequence,
producing
cis‐difunctionalized
cyclobutanes
in
high
yields
with
good
regio‐
diastereoselectivity.
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: March 4, 2025
Here,
we
report
a
protocol
for
the
synthesis
of
skipped
dienes
through
cross-coupling
bicyclo[1.1.0]butanes
with
trifluoromethyl
triftosylhydrazones.
The
reaction
is
run
using
TpBr3Cu(NCMe)
as
catalyst
to
give
access
library
trifluoromethylated
(32
examples,
≤98%
yield)
excellent
E/Z
selectivity
under
mild
and
operationally
safe
conditions.
presented
methods
proved
be
compatible
various
functionalized
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: March 20, 2025
The
bicyclo[1.1.0]butyl
scaffold
has
emerged
as
a
valuable
bioisostere
in
drug
discovery
programs.
Here,
we
present
streamlined
approach
for
the
generation
of
bicyclo[1.1.0]butyllithium
and
its
functionalization
with
various
classes
electrophiles
one-flow
process,
eliminating
need
intermediate
isolation.
In
comparison
to
traditional
batch
processes,
flow
method
allows
use
single
organolithium
reagent
instead
two
operates
at
significantly
higher
temperatures
(0
°C
versus
−78
°C),
enhancing
both
practicality
scalability.
