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November 2016
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110 Reads
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25 Citations
Synthesis
We report the synthesis of racetams, a diverse class of small molecule drugs, by means of the Ugi four-center three-component reaction (U4C-3CR). For the first time, γ-aminobutyric acid is employed as bifunctional input in the Ugi reaction. This protocol is simple, general, and allows one-pot access to a range of drugs and bioactive small molecules.
July 2016
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41 Reads
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16 Citations
Organic Letters
Cyanohydrins are versatile intermediates toward valuable organic compounds like α-hydroxy carboxylic acids, α-amino acids, and β-amino alcohols. Numerous protocols are available for synthesis of (O-protected) cyanohydrins, but all procedures invariably rely on the use of toxic cyanide sources. A novel cyanide-free synthesis of O-trityl protected cyanohydrins via a catalytic Passerini-type reaction involving aldehydes and trityl isocyanide is reported. The feasibility of a catalytic asymmetric reaction is demonstrated using chiral phosphoric acid catalysis.
... Ugi reaction: Cioc et al. [73] recognized the 2-oxo-1-pyrrolidino acetamide structure of levetiracetam as a potential Ugi scaffold and aimed to construct racetam derivatives through a multicomponent condensation. While previous Ugi approaches toward racetam derivatives existed, they typically involved indirect grafting of the pyrrolidone core. ...
November 2016
Synthesis
