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Development of an enolate alkynylation approach towards the synthesis of the taiwanschirin natural products.

ABSTRACT: Through the use of model studies, an approach was conceived towards the synthesis of the taiwanschirin family of natural products. These are structurally complex compounds which represent highly challenging and biologically active targets for total synthesis. This work describes a successful synthesis of the complex taiwanschirin fused [8,6,5] core through a novel alkynylation reaction coupled with an intramolecular Heck reaction used to construct the 8-membered ring.

SUBMITTER: Haughey MB

PROVIDER: S-EPMC8528008 | biostudies-literature | 2021 Oct

REPOSITORIES: biostudies-literature

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Development of an enolate alkynylation approach towards the synthesis of the taiwanschirin natural products.

Haughey Maxwell B MB Christensen Kirsten E KE Poole Darren L DL Donohoe Timothy J TJ

Chemical science 20210920 40

Through the use of model studies, an approach was conceived towards the synthesis of the taiwanschirin family of natural products. These are structurally complex compounds which represent highly challenging and biologically active targets for total synthesis. This work describes a successful synthesis of the complex taiwanschirin fused [8,6,5] core through a novel alkynylation reaction coupled with an intramolecular Heck reaction used to construct the 8-membered ring. ...[more]

PMID: 34777757

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