53432-87-4Relevant articles and documents
Mechanistic Insights into the Formation of δ-Lactones by Cerium-Catalyzed Aerobic Coupling of β-Oxoesters with Enol Acetates
Christoffers, Jens,Speldrich, Jean-Marico
, p. 907 - 914 (2021/01/18)
δ-Valerolactone derivatives are formed by the cerium-catalyzed, aerobic coupling of β-oxoesters with enol acetates and dioxygen. The products possess a 1,4-diketone moiety, thus, the conversion can be regarded as an Umpolung since the β-oxoesters are oxidized to electrophilic α-radicals. The transformation has similarities to the Baeyer-Villiger oxidation (BVO) where the higher substituted residue migrates. An endoperoxidic oxycarbenium ion comparable to the Criegee intermediate in the BVO is proposed as a reaction intermediate in this case of the oxidative C?C coupling reaction, but in contrast to the BVO, the less substituted alkyl residue migrates. It was demonstrated by the conversion of β-oxoesters with two stereocenters that this 1,2-alkyl shift proceeds with retention of configuration. A radical chain mechanism of the coupling reaction was furthermore evidenced by the conversion of enol acetates and β-oxoesters with cyclopropyl substituents. Isolation and characterization of products with opened cyclopropane rings established the constitution of radical intermediates.
NAPHTHYRIDINONE AND PYRIDOPYRIMIDINONE COMPOUNDS USEFUL AS KINASES INHIBITORS
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Paragraph 170-171, (2020/05/14)
Provided are certain PDGFR inhibitors, pharmaceutical compositions thereof, and methods of use thereof.
Asymmetric NaBH4 1,4-reduction of C3-disubstituted 2-propenoates catalyzed by a diamidine cobalt complex
Shuto, Yoshihiro,Yamamura, Tomoya,Tanaka, Shinji,Yoshimura, Masahiro,Kitamura, Masato
, p. 1547 - 1550 (2015/05/27)
A new Co complex of a unique diamidine ligand catalyzes asymmetric NaBH4 reduction of C3-disubstituted (E)- and (Z)-2-propenoates, including C3-oxygen- and nitrogen-substituted substrates with high enantioselectivity. Analysis by X-ray diffract
