Total synthesis of Piperazic acid-containing natural products: Piperazimycin A and Chloptosin Liu Bin 2013-3-23.

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Total synthesis of Piperazic acid-containing natural products: Piperazimycin A and Chloptosin Liu Bin

Alexander J. Oelke, Steven V. Ley, etc. Angew. Chem. Int. Ed. 2010, 49, 6139 Shun-Ming Yu, Zhu-Jun Yao. etc. Org. Lett. 2010, 12, Theodore M. Kamenecka, Samuel J. Danishefsky. Angew. Chem. Int. Ed. 1998, 37, 2993 Wenhua Li, Dawei Ma. etc. Angew. Chem. Int. Ed. 2009, 48, 8891

Key challenges: 1) formation of the piperazic acid– piperazic acid dipeptide moiety 2) formation of the macrocycle by macrolactonisation

Generation of acyl azides for peptide coupling 2. 1.

Feature: enantioselective preparation of the piperazic acid

Generation of acyl chloride for peptide coupling