Total Synthesis of Phorboxazole A

Asymmetric allylation reactions of stannyl‐derived allyldiazaborolanes, a stereoselective cationic cyclization reaction for the formation of the fully substituted C22–C26 tetrahydropyran, and the use of a Julia olefination for the incorporation of the sensitive C37–C46 dienyl system are key features...

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Veröffentlicht in:Angewandte Chemie International Edition 2003-03, Vol.42 (11), p.1258-1262
Hauptverfasser: Williams, David R., Kiryanov, Andre A., Emde, Ulrich, Clark, Michael P., Berliner, Martin A., Reeves, Jonathan T.
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Sprache:eng
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Zusammenfassung:Asymmetric allylation reactions of stannyl‐derived allyldiazaborolanes, a stereoselective cationic cyclization reaction for the formation of the fully substituted C22–C26 tetrahydropyran, and the use of a Julia olefination for the incorporation of the sensitive C37–C46 dienyl system are key features of a highly convergent, stereocontrolled total synthesis of phorboxazole A (see structure).
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200390322