期刊
ORGANIC & BIOMOLECULAR CHEMISTRY
卷 10, 期 6, 页码 1246-1254出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c1ob06722b
关键词
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资金
- Swedish Research Council
- Kempe foundation
- Carl Trygger foundation
Herein we report the total syntheses of pseudoceramine A-D (2-5) and spermatinamine (1) isolated from the marine sponge Pseudoceratina sp. Direct acyl substitution of alpha-hydroxyiminoesters with amine nucleophiles was developed as a key transformation. The synthetic compounds confirm the reported structures and importantly gives access to non-symmetrical spermine based natural products carrying two different bromotyrosine building blocks. Our new synthesis of spermatinamine is two steps shorter and more efficient than the previously reported sequence.
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