Total Synthesis of Mycocyclosin

被引:55
作者
Cochrane, James R.
White, Jonathan M.
Wille, Uta
Hutton, Craig A. [1 ]
机构
[1] Univ Melbourne, Sch Chem, Parkville, Vic 3010, Australia
基金
澳大利亚研究理事会;
关键词
NONRIBOSOMAL PEPTIDE-SYNTHESIS; MYCOBACTERIUM-TUBERCULOSIS; CYCLODIPEPTIDE SYNTHASES; STRUCTURAL BASIS; HAOUAMINE-B; AMINO-ACIDS; L-TYROSINE; SYNTHETASE; VANCOMYCIN; HERQULINE;
D O I
10.1021/ol300831t
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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.
引用
收藏
页码:2402 / 2405
页数:4
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