Synthesis, Table of Contents Synthesis 2022; 54(04): 1055-1080DOI: 10.1055/a-1517-7515 special topic Cycloadditions – Established and Novel Trends – in Celebration of the 70th Anniversary of the Nobel Prize Awarded to Otto Diels and Kurt Alder Asymmetric Synthesis of Fused Tetrahydroquinolines via Intramolecular Aza-Diels–Alder Reaction of ortho-Quinone Methide Imines Fabian Hofmann , Cornelius Gärtner , Martin Kretzschmar , Christoph Schneider ∗ Recommend Article Abstract Buy Article All articles of this category Abstract Aza-Diels–Alder reactions are straightforward processes for the construction of N-heterocycles, featuring inherent atom-economy and stereospecificity. Intramolecular strategies allow the formation of bicyclic core structures with up to three stereocenters within a single step. Herein, this concept is combined with the chemistry of chiral Brønsted acid bound ortho-quinone methide imines to generate a range of interesting fused tetrahydroquinolines in a diastereo- and enantioselective manner. Key words Key wordsaza-Diels–Alder reactions - ortho-quinone methide imines - Brønsted acid catalysis - N-triflyl phosphoric amide - tetrahydroquinolines Full Text References References 1 Taylor RD, MacCoss M, Lawson AD. G. J. Med. Chem. 2014; 57: 5845 2a Katritzky AR, Rachwal S, Rachwal B. Tetrahedron 1996; 52: 15031 2b Sridharan V, Suryavanshi PA, Menéndez JC. Chem. Rev. 2011; 111: 7157 2c Muthukrishnan I, Sridharan V, Menéndez JC. Chem. Rev. 2019; 119: 5057 3 Jacquemond-Collet I, Benoit-Vical F, Valentin A, Stanislas E, Mallié M, Fourasté I. Planta Med. 2002; 68: 68 4 Guarna A, Machetti F, Occhiato EG, Scarpi D, Comerci A, Danza G, Mancina R, Serio M, Hardy K. J. Med. Chem. 2000; 43: 3718 5 Keene D, Price C, Shun-Shin MJ, Francis DP. BMJ 2014; 349: g4379 6a Abass M. 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