Construction of the Six??and Five??Membered Aza??Heterocyclic Units of the Isoindoloisoquinolone Nucleus by Parham??Type Cyclization Sequences–Total Synthesis of …

A Moreau, A Couture, E Deniau…

Index: Moreau, Anne; Couture, Axel; Deniau, Eric; Grandclaudon, Pierre European Journal of Organic Chemistry, 2005 , # 16 p. 3437 - 3442

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Citation Number: 22

Abstract

Abstract 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)

Tandem Parham cyclisation––α-amidoalkylation reaction in the synthesis of the isoindolo [1, 2-a] isoquinoline skeleton of nuevamine-type alkaloids

[Osante, Inaki; Lete, Esther; Sotomayor, Nuria Tetrahedron Letters, 2004 , vol. 45, # 6 p. 1253 - 1256]

Intra-and Intermolecular Alkylation of N, O-Acetals and π-Activated Alcohols Catalyzed by in Situ Generated Acid

[Hamon, Melanie; Dickinson, Niall; Devineau, Alice; Bolien, David; Tranchant, Marie-Jose; Taillier, Catherine; Jabin, Ivan; Harrowven, David C.; Whitby, Richard J.; Ganesan; Dalla, Vincent Journal of Organic Chemistry, 2014 , vol. 79, # 5 p. 1900 - 1912]

Pictet–Spengler/Palladium Catalyzed Allenylation and Carbonylation Processes

[Grigg; MacLachlan; MacPherson; Sridharan; Suganthan; Thornton-Pett; Zhang Tetrahedron, 2000 , vol. 56, # 35 p. 6585 - 6594]