Biomimetic Total Synthesis of Angelicoin A and B Via a Palladium-catalyzed Decarboxylative Prenylation-aromatization Sequence

Overview

Journal Org Lett

Publisher American Chemical Society

Specialties Biochemistry
Chemistry

Date 2011 Sep 23

PMID 21936533

Citations 6

Authors

Katie Anderson

Frederick Calo

Toni Pfaffeneder

Andrew J P White

Anthony G M Barrett

Affiliations

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Abstract

Five-step total syntheses of angelicoin A and B from 2,2,6-trimethyl-4-dioxinone are reported using late stage biomimetic aromatization reactions via diketo-dioxinones as intermediates. In addition, with angelicoin A, this aromatization was coupled with a palladium-catalyzed decarboxylative prenylation in a one-pot sequence as the key step.

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