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A Radical-Polar Crossover Annulation To Access Terpenoid Motifs.

ABSTRACT: A new catalytic radical-polar crossover annulation between two unsaturated carbonyl compounds is described. The annulation proceeds under exceptionally mild conditions and provides direct and expedient access to complex terpenoid motifs. Application of this chemistry allows for synthesis of forskolin, a densely functionalized terpenoid, in 14 steps from commercially available material.

SUBMITTER: Thomas WP

PROVIDER: S-EPMC7556742 | biostudies-literature | 2019 Aug

REPOSITORIES: biostudies-literature

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A Radical-Polar Crossover Annulation To Access Terpenoid Motifs.

Thomas William P WP Schatz Devon J DJ George David T DT Pronin Sergey V SV

Journal of the American Chemical Society 20190723 31

A new catalytic radical-polar crossover annulation between two unsaturated carbonyl compounds is described. The annulation proceeds under exceptionally mild conditions and provides direct and expedient access to complex terpenoid motifs. Application of this chemistry allows for synthesis of forskolin, a densely functionalized terpenoid, in 14 steps from commercially available material. ...[more]

PMID: 31329434

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