Advances in Transition Metal Catalysis and Organocatalysis Approaches towards Asymmetric Synthesis of β-Amino Acid Derivatives
Synthesis,
Год журнала:
2024,
Номер
unknown
Опубликована: Авг. 16, 2024
Abstract
The
stereoselective
synthesis
of
β-amino
acids
has
attracted
major
attention
among
the
synthetic
community
in
recent
years.
This
review
provides
an
overview
important
advances
chiral
acid
over
past
decade.
It
covers
development
enantioselective
methods
using
transition-metal
complexes
or
organocatalysts,
mainly
including
catalytic
asymmetric
hydrogenation,
Mannich
reaction,
multicomponent
reactions
diazo
compounds,
and
conjugate
addition.
Additionally,
optically
active
by
other
approaches
are
also
summarized.
1
Introduction
2
Strategies
towards
Asymmetric
Synthesis
β-Amino
Acids
2.1
Hydrogenation
2.2
Reaction
2.3
Conjugate
Addition
2.4
Multicomponent
Reactions
2.5
Miscellaneous
2.5.1
from
Chiral
Amines
2.5.2
Isoxazolidinones
2.5.3
Other
Methodologies
3
Summary
Outlook
Язык: Английский
Enantioselective Lewis Base Catalysed Allylation of Picoline- and Quinaldine-based Latent Pronucleophiles
Organic & Biomolecular Chemistry,
Год журнала:
2024,
Номер
22(33), С. 6684 - 6689
Опубликована: Янв. 1, 2024
The
concept
of
latent
pronucleophiles
enables
selective
allylation
picolines
and
quinaldines
with
allylic
fluorides
in
the
presence
Lewis
base
catalysts.
products
are
isolated
as
single
regioisomers
good
yields
enantioselectivity.
Язык: Английский
Organocatalytic Asymmetric Allylic Benzylborylation via Fluoride-Assisted Catalytic Generation of α-Boryl Carbanionic Intermediates
Organic Letters,
Год журнала:
2024,
Номер
unknown
Опубликована: Сен. 20, 2024
Herein
we
describe
the
organocatalytic
asymmetric
allylic
benzylborylation
of
allyl
fluorides
with
α-silyl
benzylboronic
esters.
The
catalytic
protocol
leverages
singular
features
fluoride
as
an
unconventional
leaving
group,
enabling
generation
reactive
α-boryl
carbanion
species
through
desilylative
activation.
It
allows
construction
a
wide
set
homoallylic
benzylated
organoboronates
bearing
two
contiguous
stereocenters.
chiral
boronate
installed
in
products
serves
synthetic
lynchpin
to
construct
complex
chemical
architectures
stereospecific
manner.
Язык: Английский
Silyl Ethers as Latent Pronucleophiles in Enantioselective Lewis Base Catalyzed Synthesis of Allylic Ethers from Allylic Fluorides
Synlett,
Год журнала:
2024,
Номер
unknown
Опубликована: Окт. 22, 2024
Abstract
Allylic
ethers
are
a
common
occurrence
in
natural
products,
and
often
used
as
intermediates
target-oriented
synthesis.
Their
synthesis
relies
on
the
use
of
transition-metal
catalysts.
Here,
we
report
an
organocatalytic
method
for
allylation
O-centered
nucleophiles,
Lewis
base
catalyzed
silyl
with
allylic
fluorides.
The
concept
latent
pronucleophiles
catalysis
to
overcome
limitations
substrate
scope,
even
permitting
sterically
congested
O-pronucleophiles.
When
chiral
catalysts
used,
allyl
produced
enantioenriched
form
through
kinetic
resolution
fluorides,
where
stereoselectivity
is
determined
by
catalyst.
Язык: Английский