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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