Rapid synthesis of the N-methylwelwitindolinone skeleton

Rapid synthesis of the N-methylwelwitindolinone skeleton
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DOI:
10.1021/ol051043t
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发表时间:
2005-08-04
期刊:
影响因子:
5.2
通讯作者:
Rawal, VH
Rawal, VH
中科院分区:
化学1区
文献类型:
--
作者:
MacKay, JA;Bishop, RL;Rawal, VH

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[图形]描述了一种有效的收敛合成welwitindolinones的核心双环[4.3.1]癸环系统。合成中的关键步骤包括分子内钯催化的烯醇化芳基化反应以产生所需的双环骨架和Curtius重排以安装桥头异氰酸酯单元。
[GRAPHIC]An efficient, convergent synthesis of the core bicyclo[4.3.1]decane ring system of welwitindolinones is described. Key steps in the synthesis include an intramolecular palladium-catalyzed enolate arylation reaction to create the desired bicyclic skeleton and a Curtius rearrangement to install the bridgehead isocyanate unit.