Solvolysis reactions at the 13th carbon of 1-aryl organoiron complexes
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- 作者：Caroline Roe ; Elizabeth J. S ; oe ; G. Richard Stephenson
- 关键词：Organoiron ; Solvolysis ; Deprotection ; Dihydrofluorene ; Electrophilic cyclisation
- 刊名：Tetrahedron Letters
- 出版年：2010
- 出版时间：27 January 2010
- 年：2010
- 卷：51
- 期：4
- 页码：591-595
- 全文大小：316 K
文摘
Acid-catalysed solvolysis procedures exchange protecting groups on benzyl alcohol derivatives in the synthesis of η5 1-arylcyclohexadienyliron building blocks for alkaloid synthesis. The reaction proceeds via a carbocation intermediate which can also be intercepted by intramolecular electrophilic addition to the tricarbonyl(η4-diene)iron(0) moiety to provide a novel and high-yielding cyclisation reaction forming a 5aα-cyanomethyl-5a,8a-dihydrofluorene tricarbonyliron complex in 96 % yield.