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Asymmetric catalytic synthesis of the proposed structure of trocheliophorolide B.

ABSTRACT: A concise catalytic asymmetric synthesis of the proposed structure of trocheliophorolide B is reported. The synthetic sequence notably features an asymmetric acetaldehyde alkynylation, a Ru-catalyzed alder-ene reaction, and a Zn-ProPhenol ynone aldol condensation. Comparison with the reported data suggests a misassignment of the natural product structure.

SUBMITTER: Trost BM

PROVIDER: S-EPMC3439167 | biostudies-literature | 2012 Sep

REPOSITORIES: biostudies-literature

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Asymmetric catalytic synthesis of the proposed structure of trocheliophorolide B.

Trost Barry M BM Quintard Adrien A

Organic letters 20120822 17

A concise catalytic asymmetric synthesis of the proposed structure of trocheliophorolide B is reported. The synthetic sequence notably features an asymmetric acetaldehyde alkynylation, a Ru-catalyzed alder-ene reaction, and a Zn-ProPhenol ynone aldol condensation. Comparison with the reported data suggests a misassignment of the natural product structure. ...[more]

PMID: 22913543

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