Organic letters

Total synthesis of mycocyclosin

JR Cochrane, JM White, U Wille, CA Hutton

Index: Cochrane, James R.; White, Jonathan M.; Wille, Uta; Hutton, Craig A. Organic Letters, 2012 , vol. 14, # 9 p. 2402 - 2405

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Citation Number: 13

Abstract

The first total synthesis of mycocyclosin, a diketopiperazine natural product isolated from M. tuberculosis, is described. While direct oxidative coupling of tyrosine phenolic groups was unsuccessful, construction of the highly strained bicyclic framework was successfully accomplished through an intramolecular Miyaura–Suzuki cross-coupling to generate the biaryl linkage.

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