Organic letters

Synthesis of the Cytotrienin A Core via Metal Catalyzed C− C Coupling

M Rössle, DJ Del Valle, MJ Krische

Index: Roessle, Michael; Del Valle, David J.; Krische, Michael J. Organic Letters, 2011 , vol. 13, # 6 p. 1482 - 1485

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Citation Number: 19

Abstract

A synthetic approach to the C17-benzene ansamycins via metal catalyzed C− C coupling is described. Key bond formations include direct iridium catalyzed carbonyl crotylation from the alcohol oxidation level followed by chelation-controlled Sakurai− Seyferth dienylation to form the stereotriad, which is attached to the arene via Suzuki cross-coupling. The diene- containing carboxylic acid is prepared using rhodium catalyzed acetylene-aldehyde ...