A new total synthesis of the marine tunicate alkaloid lepadiformine.
[reaction: see text]. 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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Department of Chemistry, The Pennsylvania State University, University Park, Pennsylvania 16802, USA.
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Weinreb
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D000470:Alkaloids / Q000138:chemical synthesis*; D000818:Animals; D002317:Cardiovascular Agents / Q000138:chemical synthesis*; D018360:Crystallography, X-Ray; D003500:Cyclization; D007202:Indicators and Reagents; D014561:Urochordata / Q000737:chemistry*
D000470:Alkaloids; D002317:Cardiovascular Agents; D007202:Indicators and Reagents; C431548:lepadiformine