Towards a total synthesis of the new anticancer agent mensacarcin: Synthesis of the carbocyclic core

LF Tietze, SG Stewart, ME Polomska…

Index: Tietze, Lutz F.; Stewart, Scott G.; Polomska, Marta E.; Modi, Andrea; Zeeck, Axel Chemistry - A European Journal, 2004 , vol. 10, # 20 p. 5233 - 5242

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Citation Number: 25

Abstract

Abstract A synthesis of the carbocyclic core associated with the new anticancer agent mensacarcin (1) is reported. The strategy involves the synthesis of several novel highly substituted aromatic compounds, such as 12 and 23. The lithium derivative of 12 readily engages in a nucleophilic addition to benzaldehyde 4 to provide the diphenylcarbinol rac- 15. The analogous benzyl ether rac-16 undergoes an intramolecular Heck reaction to ...