Enantioselective Total Synthesis of the Melodinus Alkaloid (+)-Meloscine

Authors


  • This project was supported by the Deutsche Forschungsgemeinschaft as part of the Schwerpunktprogramm Organokatalyse (Ba 1372-10), by the Studienstiftung des Deutschen Volkes (doctoral fellowship to P.S.), and by the Fonds der Chemischen Industrie.

Abstract

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Enantioselective synthesis in a new light: The template-controlled [2+2] photocycloaddition leading to product 1 is the first example of this type of reaction in natural product synthesis. In addition, a retro-benzilic acid rearrangement (→2), a Claisen rearrangement (→3), and a ring-closing metathesis played decisive roles in the synthesis of the alkaloid (+)-meloscine (4).

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