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Scalable organocatalytic one pot asymmetric Strecker reaction via camphor sulfonyl functionalized crown-ether-tethered calix[4]arene
Journal
Chemical Communications
ISSN
13597345
Date Issued
2024
Author(s)
DOI
10.1039/d4cc02674h
Abstract
In this communication, we designed a highly selective camphor sulfonyl functionalized crown-ether-tethered calix[4]arene-derived organocatalyst for asymmetric Strecker reaction to provide the desired cyano adducts in high yields (∼99.9% yield) and enantioselectivities (up to 99.3% ee). Furthermore, 2 step facile syntheses of the antiplatelet drug (S)-clopidogrel exemplify the potential of this method for the preparation of commercial compounds.
Subjects
Crown ethers
Ethers
Ligands
alkaloid
antihypertensive agen...
benzaldehyde derivati...
calixarene
camphor
chalcone
clopidogrel
crown ether tethered ...
diphenylamine
ether
hirsutine
indole alkaloid
reserpine
saframycin A
tetrazole derivative
unclassified drug
antithrombocytic agen...
crown ether
Calix[4]arenes
Crown-ethers
Cyano adducts
Facile synthesis
Functionalized
Higher yield
One pot
Organocatalysts
Organocatalytic
Strecker reactions
Article
asymmetric catalysis
asymmetric Strecker r...
drug synthesis
enantioselectivity
high performance liqu...
high throughput scree...
hydrogen bond
IC50
nonhuman
nucleophilicity
organocatalysis
oxygen saturation
scientific literature...
stoichiometry
article
drug analysis
female
metal stent
Camphor