Issue 52, 2024

Synthesis of dihydrotropone derivatives using an anionic 8π-electrocyclic reaction

Abstract

A new method to synthesise functionalised cycloheptatrienes was established using the anionic 8π-electrocyclic reaction of β-ketoester-derived dienyne substrates. The cyclised products were converted to a variety of cycloheptatriene derivatives including tropones. Using this method, a concise, first total synthesis of (−)-orobanone, a natural sesquiterpenoid, was achieved.

Graphical abstract: Synthesis of dihydrotropone derivatives using an anionic 8π-electrocyclic reaction

Supplementary files

Article information

Article type
Communication
Submitted
10 5 2024
Accepted
31 5 2024
First published
01 6 2024

Chem. Commun., 2024,60, 6619-6622

Synthesis of dihydrotropone derivatives using an anionic 8π-electrocyclic reaction

R. Kato, T. Suzuki and K. Tanino, Chem. Commun., 2024, 60, 6619 DOI: 10.1039/D4CC02273D

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements