期刊
ORGANIC LETTERS
卷 18, 期 15, 页码 3810-3813出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b01825
关键词
-
资金
- VISP program
- William K. Warren Family and Foundation
The first total synthesis of Gombamide A (1), a cytotoxic cyclic thiopeptide froM the sponge Clathria gombawuiensis, has been achieved. Highlights of the convergent synthesis feature a disulfide bond forming cascade to close the 17-membered macrocycle and a selenoazidylation procedure to access the unusual para-hydroxystyrlyamide (pHSA) moiety. The synthesis required 18 steps, 11 steps in its longest linear sequence, and proceeded in 9.1% overall yield. This work will facilitate the study of the biological effects of Gombamide A and provide groundwork to explore the structure activity relationship around this rare natural product.
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