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The Formal Total Synthesis of Epothilone A (1999)

Kalesse, Markus ; Quitschalle, Monika ; Claus, Eckhard ; [weitere]

Weinheim : Wiley-Blackwell

Liebigs Annalen 1999 (1999), S. 2817-2823

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Details

ISSN: 1434-193X

Schlagwort(e): Epothilone A ; Ring-closing metathesis ; Aldol reactions ; Lactones ; Diastereoselective alkylation ; Chemistry ; General Chemistry

Quelle: Wiley InterScience Backfile Collection 1832-2000

Thema: Chemie und Pharmazie

Notizen: The formal total synthesis of epothilone A is described. The key steps in the synthesis of the northern hemisphere are a Z-selective ten-membered ring-closing metathesis reaction (RCM) and the diastereoselective alkylation at C8. Aldehyde 3 is formed by introduction of the thiazole moiety by a Wittig reaction and subsequent functional group transformation. An efficient route to keto acid 5 is described.

Materialart: Digitale Medien

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