Synthesis of barettin

被引:36
作者
Johnson, AL
Bergman, J
Sjögren, M
Bohlin, L
机构
[1] Karolinska Inst, Novum, Dept Biosci, CNT,Unit Organ Chem, SE-14157 Huddinge, Sweden
[2] Sodertorn Univ Coll, SE-14104 Huddinge, Sweden
[3] Uppsala Univ, Biomed Ctr, Dept Med Chem, Div Pharmacognosy, SE-75123 Uppsala, Sweden
关键词
Geodia barretti; barettin; N-boc protection of arginine; HWE-reaction;
D O I
10.1016/j.tet.2003.11.031
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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. (C) 2003 Elsevier Ltd. All rights reserved.
引用
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页码:961 / 965
页数:5
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