Total Synthesis of (±)-Dihydroisosubamol

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Pflästerer, Daniel
Rudolph, Matthias
Yates, Brian F.
Ariafard, Alireza
Hashmi, A. Stephen K.

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Abstract

We herein report the first total synthesis of the dibenzocycloheptanoide (±)-dihydroisosubamol. The key step includes a recently developed gold-catalysed hydroarylation reaction for the construction of the dibenzocycloheptene motif. Additional steps are a Suzuki-Miyaura cross coupling, a palladium-catalysed hydroxylation and an allylic oxidation. To access the saturated seven-membered ring system an iridium-catalysed hydrogenation proved to be successful. (Figure presented.).

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Advanced Synthesis and Catalysis

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