Article Dans Une Revue Organic Letters Année : 2014

A Unified Bioinspired “Aplysinopsin Cascade”: Total Synthesis of (±)-Tubastrindole B and Related Biosynthetic Congeners

Résumé

Applying a biomimetic approach, the first total synthesis of (±)-tubastrindole B is reported herein. This work features a ring-expansion cascade of a dictazole-type precursor into cycloaplysinopsin-type congeners. Moreover, the isolation of a transient biogenetic intermediate represents a milestone in the biosynthetic understanding of this family of marine alkaloids.

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hal-05114466 , version 1 (16-06-2025)

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Adam Skiredj, Mehdi Beniddir, Delphine Joseph, Karine Leblanc, Guillaume Bernadat, et al.. A Unified Bioinspired “Aplysinopsin Cascade”: Total Synthesis of (±)-Tubastrindole B and Related Biosynthetic Congeners. Organic Letters, 2014, 16 (19), pp.4980-4983. ⟨10.1021/ol502177m⟩. ⟨hal-05114466⟩
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