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Unprecedented Mechanism of an Organocatalytic Route to Conjugated Enynes with a Junction to Cyclic Nitronates

Streitferdt, Verena ; Haindl, Michael Holger ; Hioe, Johnny ; Morana, Fabio ; Renzi, Polyssena ; von Rekowski, Felicitas ; Zimmermann, Alexander ; Nardi, Martina ; Zeitler, Kirsten ; Gschwind, Ruth M.



Abstract

Conjugated enynes as well as cyclic nitronates are crucial building blocks for numerous natural products and pharmaceuticals. However, so far, no common and metal-free synthetic route to both conjugated enynes and cyclic nitronates has been reported. Herein, in situ NMR, labelling studies and theoretical calculations were combined to investigate the mechanism of the unusual triple bond formation ...

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