Construction of the Six‐ and Five‐Membered Aza‐Heterocyclic Units of the Isoindoloisoquinolone Nucleus by Parham‐Type Cyclization Sequences –Total Synthesis of Nuevamine
An efficient methodology for the synthesis of isoindolo[1,2-a]isoquinolones based on two Parham-type cyclizations allowing the formation of the five- and six-membered nitrogenated rings from carbamate or diacylamine precursors is described. The synthetic potential of this method has been further illustrated by the total synthesis of the alkaloid nuevamine. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)