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Total Synthesis of Piperazimycin A: A Cytotoxic Cyclic Hexadepsipeptide

In this study published in Angewandte Chemie International Edition (2009), the total synthesis of piperazimycin A, a cytotoxic cyclic hexadepsipeptide, is described. The use of Cbz (carbobenzyloxy) and Troc (trichloroethoxycarbonyl) protecting groups, along with the Appel Reaction and FmocOSu chemistry, facilitated the synthesis process. This innovative approach paves the way for further exploration in the field of organic chemistry.

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Total Synthesis of Piperazimycin A: A Cytotoxic Cyclic Hexadepsipeptide

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  1. Li, Wenhua; Gan, Jiangang; Ma, Dawei. Total synthesis of piperazimycin A: A cytotoxic cyclic hexadepsipeptide. AngewandteChemie, International Edition (2009), 48(47), 8891-8895, S8891/1-S8891/85.

  2. Cbz = carbobenzyloxy (removed by hydrogenolysis) Troc = trichloroethoxycarbonyl (removed by beta-elimination, usually enacted by treatment with zinc)

  3. Appel Reaction

  4. Appel Reaction

  5. FmocOSu =

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