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Regioselective and Atropoisomeric‐Selective Aryl Coupling to Give Naphthyl Isoquinoline Alkaloids: The First Total Synthesis of ()‐Ancistrocladine

Angewandte Chemie International Edition in EnglishPublished 1 October 1986
Gerhard Bringmann, Johannes R. Jansen, Heinz‐Peter Rink
Citations89

Abstract

The “most unusuall of all the isoquinoline alkaloids,” the title compound 2, is characterized by a biphenyl system configurationally stable to above 200°C. The key step in the synthesis is intramolecular CC bond formation in the intermediate 1, in which the two molecular halves are joined by means of lactone formation.

Keywords

Chemistry