Synthesis of 4,6-disubstituted bicyclo[3.3.1]nona-3,6-dien-2-ones

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Bicyclo[3.3.1]nonane system is an important structural motif observed in a diverse natural products. Here, we report a concise synthetic route exploiting aldol condensation reactions for construction bicyclo[3.3.1]nonane ring system. Our strategy employes cyclohex-2-enones bearing another carbonyl group in side chain as key structural unit. The reaction showed good results for substrates bearing electron-donating groups in aromatic substituents. Overall, the described synthesis of bicyclo[3.3.1]nona-3,6-dien-2-ones required 2 steps and only 2 building blocks (such as Mannich base and acetoacetic ester) to access desired bicyclic system.

作者简介

S. Mikhalyonok

Belarusian State Technological University

V. Bezborodov

Belarusian State Technological University

N. Kuz'menok

Belarusian State Technological University

A. Savelyev

Belarusian State Technological University

A. Arol

Belarusian State Technological University

Email: olegek993@gmail.com

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