Synthesis of an azabicyclic framework towards (±)-actinophyllic acid

D Mortimer, M Whiting, JPA Harrity, S Jones…

Index: Mortimer, Danny; Whiting, Matthew; Harrity, Joseph P.A.; Jones, Simon; Coldham, Iain Tetrahedron Letters, 2014 , vol. 55, # 6 p. 1255 - 1257

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Abstract

Abstract Lewis acid mediated intramolecular Mannich reaction between an azocinone and a 3-formylindole was investigated as part of a study towards the synthesis of actinophyllic acid. The intramolecular Mannich reaction resulted in a single diastereomer of the 1-azabicyclo [4.2. 1] nonan-5-one core framework, although single crystal X-ray structure analysis revealed that this had the undesired stereochemistry in comparison with the natural ...