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Synthesis of barettin |
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| Authors: | Ann-Louise Johnson,Jan Bergman,Martin Sjö gren |
| Affiliation: | a Unit for Organic Chemistry, CNT, Department of Biosciences at Novum, Karolinska Institute, Novum Research Park, SE-141 57 Huddinge, Sweden b Södertörn University College, SE-141 04 Huddinge, Sweden c Division of Pharmacognosy, Department of Medicinal Chemistry, Biomedical Centre, Uppsala University, Box 574, SE-751 23 Uppsala, Sweden |
| Abstract: | The indole alkaloid barettin (with bromine in 6-position), isolated from the marine sponge Geodia Barretti, has been synthesised via a Horner-Wadsworth-Emmons type reaction from 6-bromoindole-3-carboxaldehyde to introduce the dehydro-functionality. Subsequent deprotection and cyclisation afforded the natural product in Z-conformation. |
| Keywords: | Geodia Barretti Barettin N-Boc protection of arginine HWE-reaction |
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