We describe herein the first access to 12-membered cyclic[7,0]ortho,meta-diarylheptanoids. The key features of the synthesis include both a Suzuki–Miyaura coupling and a ring closing metathesis. Actinidione, a promising natural product, along with a bioactive tetracyclic derivative were obtained in 14 steps for the first time from cheap commercially available substrates with an overall yield of 18–21%. Our modus operandi complies with the principles of the synthesis ideality by using notably strategic reactions.

Access to 12-Membered Cyclic ortho,meta-Diarylheptanoids: Total Synthesis of Actinidione via Isomyricanone

Lucia Chiummiento;
2021-01-01

Abstract

We describe herein the first access to 12-membered cyclic[7,0]ortho,meta-diarylheptanoids. The key features of the synthesis include both a Suzuki–Miyaura coupling and a ring closing metathesis. Actinidione, a promising natural product, along with a bioactive tetracyclic derivative were obtained in 14 steps for the first time from cheap commercially available substrates with an overall yield of 18–21%. Our modus operandi complies with the principles of the synthesis ideality by using notably strategic reactions.
2021
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11563/146246
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