期刊
ACS OMEGA
卷 4, 期 7, 页码 11737-11748出版社
AMER CHEMICAL SOC
DOI: 10.1021/acsomega.9b01376
关键词
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资金
- Japan Society for the Promotion of Science (JSPS) [16J00542]
- KAKENHI [15K07416]
- Sumitomo Foundation [170183]
- Grants-in-Aid for Scientific Research [16J00542, 15K07416] Funding Source: KAKEN
A unified and common intermediate strategy for syntheses of juglomycins and their derivatives is reported. The use of a 1,4-dimethoxynaphthalene derivative as a key intermediate enabled easy access to various juglomycin derivatives. In this study, juglomycins A-D, juglomycin C amide, khatmiamycin and its 4-epimer, and the structure proposed for juglomycin Z were synthesized from this intermediate. The absolute configuration of natural khatmiamycin has been established to be 3R, 4R through our synthesis. Unfortunately, the spectroscopic data for synthetic juglomycin Z were not consistent with the data reported for the natural one, strongly suggesting a structural misassignment.
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