Stereoselective Total Synthesis of (−)-Borrelidin

A convergent synthesis of (−)‐borrelidin (1) is reported based on the retrosynthetic disconnections indicated in the picture. Highlights of the strategy include the construction of a strained enynone‐containing macrolide and the installation of a cyano group in a regioselective manner by a novel mol...

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Veröffentlicht in:	Angewandte Chemie International Edition 2004-07, Vol.43 (30), p.3947-3951
Hauptverfasser:	Vong, Binh G., Kim, Sun Hee, Abraham, Sunny, Theodorakis, Emmanuel A.
Format:	Artikel
Sprache:	eng
Schlagworte:	Angiogenesis Inhibitors - chemical synthesis Anti-Infective Agents - chemical synthesis Fatty Alcohols - chemical synthesis hydrostannation macrolactonization Macrolides - chemical synthesis Molecular Structure natural products Streptomyces - chemistry synthetic methods total synthesis
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Beschreibung
Zusammenfassung:	A convergent synthesis of (−)‐borrelidin (1) is reported based on the retrosynthetic disconnections indicated in the picture. Highlights of the strategy include the construction of a strained enynone‐containing macrolide and the installation of a cyano group in a regioselective manner by a novel molybdenum‐catalyzed hydrostannation of the alkyne.
ISSN:	1433-7851 1521-3773
DOI:	10.1002/anie.200460203