By Daniela Kampen, Corinna M. Reisinger, Benjamin List (auth.), Benjamin List (eds.)
Kerstin Etzenbach-Effers, Albrecht Berkessel: Non-Covalent Organocatalysis in accordance with Hydrogen Bonding: Elucidation of response Paths by way of Computational Methods.- Petri M. Pihko, Inkeri Majander, and Anniina Erkkilä: Enamine Catalysis.- Jennifer L. Moore, Tomislav Rovis: Lewis Base Catalysts 6: Carbene Catalysts.- Amal Ting, Jennifer M. Goss, Nolan T. McDougal, and Scott E. Schaus: Brønsted Base Catalysts.- O. Andrea Wong, Yian Shi: Chiral Ketone and Iminium Catalysts for Olefin Epoxidation.- Alan C. Spivey, Stellios Arseniyadis: Amine, Alcohol and Phosphine Catalysts for Acyl move Reactions.- John B. Brazier, Nicholas C.O. Tomkinson: Lewis Base Catalysts 2 Secondary and first Amine Catalysts for Iminium Catalysis.- Oksana Sereda, Sobia Tabassum, and René Wilhelm: Lewis Acid Organocatalysts.- Daniela Kampen , Corinna M. Reisinger , and Benjamin record: Chiral Bronsted Acids for C Organocatalysis.-
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1 Aldol and Related Reactions Among the electrophilic reaction partners of the enamine nucleophiles, aldehydes and ketones are arguably the most important class. The addition of an enamine to a carbonyl compound affords aldol products after hydrolysis (Scheme 13). In this process, one or two new stereogenic centers and one carbon-carbon bond are formed. 42 P. M. Pihko et al. O R R3 N R R4 ±H R4 R1 R1 R2 R2 enamine O + H2O OH N R3 − R R4 R2 N H2 iminium intermediate OH R1 R3 aldol product Scheme 13 Enamine-catalyzed aldol reaction Usually, the component that forms the enamine is called aldol donor, and the electrophilic carbonyl component is called acceptor (Scheme 14).
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