A New Total Synthesis of the Marine Tunicate Alkaloid Lepadiformine

A New Total Synthesis of the Marine Tunicate Alkaloid Lepadiformine

A total synthesis of racemic lepadiformine has been achieved via a route that utilizes as key steps a novel stereocontrolled intramolecular spirocyclization of an allylsilane/N-acyliminium ion and the application of our radical-based methodology for production of N-acylimines from o-aminobenzamides.

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Bibliographische Detailangaben
Veröffentlicht in:Organic letters 2001-11, Vol.3 (22), p.3507-3510
Hauptverfasser: Sun, Pu, Sun, Cuixiang, Weinreb, Steven M
Format: Artikel
Sprache:eng
Schlagworte:
Alkaloids - chemical synthesis
Animals
Cardiovascular Agents - chemical synthesis
Crystallography, X-Ray
Cyclization
Indicators and Reagents
Urochordata - chemistry
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Zusammenfassung:A total synthesis of racemic lepadiformine has been achieved via a route that utilizes as key steps a novel stereocontrolled intramolecular spirocyclization of an allylsilane/N-acyliminium ion and the application of our radical-based methodology for production of N-acylimines from o-aminobenzamides.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol010179y