Organic Chemistry

Five‐Step Synthesis of Yaequinolones J1 and J2

Mathias Christmann Freie Universität Berlin

Abstract

A concise synthesis of yaequinolones J1 and J2 is reported. The route is based on the aryne insertion into the σ- C–N-bond of an unsymmetric imide followed by a diastereoselective aldol cyclization of the resulting N-acylated aminobenzophenone. The chromene motif is generated in the first step by an organocatalytic tandem Knoevenagel-electrocyclization of citral and 2-bromoresorcinol. The approach adheres to the ideality-principle, using almost exclusively strategic bond-forming
reactions.

Version notes

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Content

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Supplementary material

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