The author of 《Stereoselective one-pot five-component synthesis of polysubstituted 1,4,5,6-tetrahydropyridines with two and three stereocenters》 were Iliyasov, Taigib M.; Karpenko, Kirill A.; Akulinin, Alexander S.; Fakhrutdinov, Artem N.; Korolev, Viktor A.; Elinson, Michail N.; Vereshchagin, Anatoly N.. And the article was published in ARKIVOC (Gainesville, FL, United States) in 2022. Electric Literature of C6H10O3 The author mentioned the following in the article:
A novel five-component stereoselective synthesis of polysubstituted tetrahydropyridines is reported. The Knoevenagel condensation – Michael addition – Mannich reaction – cyclization – dehydration cascade of aldehydes, esters of 3-oxocarboxylic acids C-H acids and ammonium acetate provides convenient access to 2-substituted alkyl (4SR,6RS)-4,6-diaryl-5,5-dicyano-1,4,5,6-tetrahydropyridine-3-carboxylates with two stereocenters and 3,5-dialkyl (4RS,5SR,6RS)-5-cyano-2,4,6-triaryl-1,4,5,6-tetrahydropyridine-5,3-carboxylates with three stereocenters in 57-84% yields. It was established that formation of products proceeds via substituted 2-hydroxypiperidines with four stereocenters. Ammonium acetate plays a dual role, acting as a base and as a nitrogen source. Five bonds are formed as a result of multicomponent process. The formation of single diastereomers was confirmed by singe crystal X-ray diffraction studies and 2D-NMR spectroscopy. In the experiment, the researchers used Methyl 3-oxovalerate(cas: 30414-53-0Electric Literature of C6H10O3)
Methyl 3-oxovalerate(cas: 30414-53-0) belongs to ketone compounds. Ketone compounds have important physiological properties. They are found in several sugars and in compounds for medicinal use, including natural and synthetic steroid hormones. Molecules of the anti-inflammatory agent cortisone contain three ketone groups.Electric Literature of C6H10O3
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics