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Formal synthesis of (+/-)-roseophilin.

ABSTRACT: A formal synthesis of (+/-)-roseophilin is described. Scandium(III)-catalyzed Nazarov cyclization of 2,5-disubstituted N-tosylpyrrole 19 gives a 5,5'-fused ketopyrrole, and ansa-bridge formation via pi-allyl palladium macrocyclization gives 21.

SUBMITTER: Bitar AY

PROVIDER: S-EPMC2646896 | biostudies-literature | 2009 Jan

REPOSITORIES: biostudies-literature

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Formal synthesis of (+/-)-roseophilin.

Bitar Abdallah Y AY Frontier Alison J AJ

Organic letters 20090101 1

A formal synthesis of (+/-)-roseophilin is described. Scandium(III)-catalyzed Nazarov cyclization of 2,5-disubstituted N-tosylpyrrole 19 gives a 5,5'-fused ketopyrrole, and ansa-bridge formation via pi-allyl palladium macrocyclization gives 21. ...[more]

PMID: 19053717

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