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Synthesis of 1-(β-indolyl)1,3-butadienes, Yuehchukene and Analogues, and Murrapanine via Acid-catalyzed Reactions of β-(1-hydroxybut-3-enyl)indoles

 

作者: Yua-Kuang Chen,   Huey-Fen Chung,   Jyh-Horng Sheu,  

 

期刊: Natural Product Letters  (Taylor Available online 1994)
卷期: Volume 5, issue 3  

页码: 225-232

 

ISSN:1057-5634

 

年代: 1994

 

DOI:10.1080/10575639408044064

 

出版商: Taylor & Francis Group

 

关键词: β-(1-hydroxybut-3-enyl)indoles;1-(β-indolyl)1,3-butadienes;yuehchukene;anti-implantation activity;murrapanine

 

数据来源: Taylor

 

摘要:

β-(1-Hydroxybut-3-enyl)indoles, which are prepared in high yields from indole-3-carbonyl compounds, could be converted into 1-(β-indolyl)1,3-butadienes, yuehchukene and derivatives, and murrapanine in one step under various acid-catalyzed reaction conditions in THF. As the reactions of β-(1-hydroxypropenyl)indole1 3with alcohol4and8agave exclusively bisnoryuehchukene7cand trinoryuehchukene7d, respectively, our present work also gives strong evidence to support the asssumption that reactions of this type indeed proceed from a Diels-Alder pathway.

 

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