Synthesis of β-Hydroxynaphthoate Derivatives from Ketodioxinones via Benzyne Acyl-Alkylation and Aldol Condensation Cascade

Dedicated to the memory of Prof. Jean F. Normant

Abstract

A variety of highly functionalized β-hydroxynaphthoate derivatives are prepared by a two-step protocol: (1) acyl-alkylation of benzynes with ketodioxinones and (2) intramolecular aldol condensation. The substitution pattern of the products is related to polycyclic natural products derived from the type-II polyketide biosynthesis.

Key words

ketodioxinones - benzynes - acyl-alkylation - aldol condensation - cascade reaction

• References

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