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An unprecedented way to extend the synthetic utility of the Diels–Alder reaction to include a vinylogous reactivity space is described. A commercially available chiral phosphoric acid catalyst effectively activates cyclic 2,4‐dienones towards a vinylogous [4+2] cycloaddition with 2‐vinylindoles, which leads to stereochemically dense tetrahydrocarbazoles. The reaction proceeds with a high level of...
Fernübertragung: In Gegenwart chiraler Amine werden 2,4‐Dienone an der δ‐Position für den Angriff eines Nucleophils aktiviert, was als Katalyse über ein vinyloges Iminiumion bezeichnet wird. Hier wird die 1,6‐Addition von Alkylthiolen an β‐substituierte cyclische Dienone unter Katalyse durch ein Cinchona‐basiertes primäres Amin vorgestellt, die hoch stereoselektiv und mit einer hohen Selektivität...
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