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Catalysis-Based Total Synthesis of Latrunculin B.

โœ Scribed by Alois Fuerstner; Dominic De Souza; Liliana Parra-Rapado; Jon T. Jensen


Book ID
101951114
Publisher
John Wiley and Sons
Year
2004
Weight
57 KB
Volume
35
Category
Article
ISSN
0931-7597

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Scheme 1. Retrosynthetic analysis of latrunculin B. Scheme 2. Synthesis of two building blocks by iron-catalyzed crosscoupling reactions: a) KHMDS, PhN(Tf) 2 , THF, ร€ 78 8C, 61 %; b) [Fe(acac) 3 ] (10 mol %), THF, ร€ 30 8C, 97 %; c) aqueous NaOH, MeOH, 92 %; d) CDI, THF, 71 %; e) NaH, PMBBr, THF, 77

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## Abstract The latrunculins are highly selective actinโ€binding marine natural products and as such play an important role as probe molecules for chemical biology. A short, concise and largely catalysisโ€based approach to this family of bioactive macrolides is presented. Specifically, the macrocycli