Total synthesis of chloptosin: A dimeric cyclohexapeptide

…, F Antonietti, L Bertone, PB Cranwell…

Index: Oelke, Alexander J.; Antonietti, Francesca; Bertone, Leonardo; Cranwell, Philippa B.; France, David J.; Goss, Rebecca J. M.; Hofmann, Tatjana; Knauer, Stephan; Moss, Steven J.; Skelton, Paul C.; Turner, Richard M.; Wuitschik, Georg; Ley, Steven V. Chemistry - A European Journal, 2011 , vol. 17, # 15 p. 4183 - 4194

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Citation Number: 27

Abstract

Abstract Here we describe in full our investigations into the synthesis of the dimeric cyclohexapeptide chloptosin in 17 linear steps. Particularly, this work features an organocatalytic tandem process for the synthesis of the embedded piperazic acids, in which a differentially protected azodicarboxylate is used together with pyrrolidinyl tetrazole as the catalyst. The central biaryl bond is being formed by Stille coupling of two sterically ...