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学科主题: 金属有机化学
题名: Efficient synthesis of 4-(3 '-furanyl)butenolide derivatives via Pd-II-catalyzed oxidative heterodimeric cyclization reaction of 2,3-allenoic acids and 1,2-allenyl ketones
其他题名: 二价鈀催化2,3-联烯酸与1,2-联烯酮的双分子关联反应
作者: Ma SM(麻生明) ; Yu ZQ(俞瞻前)
通讯作者: 麻生明
刊名: Chem.-Eur. J.
发表日期: 2004
卷: 10, 期:8, 页:2078-2087
收录类别: SCI
部门归属: 中国科学院上海有机化学研究所有机金属化学实验室
英文摘要: The oxidative cyclization/dimerization reaction between two classes of allenes with different functionalities was reported to provide an efficient route to polysubstituted 4-(3'-furanyl)-2(5H)-furanones, which are not readily available from the known methods. The highly optically active butenolides could be easily formed from the optically active 2,3-allenoic acids, which was obtained conveniently through chiral resolution with optically active amines, that is, cinchonidine or a-methyl benzylamine. A mechanistic study showed that the reaction proceeded via a matched double oxypalladation-reductive elimination process. The Pd-II species may be regenerated via the subsequent cyclometallation of two equivalents of 1,2-allenyl ketones with Pd-0 and protonlysis of Pd enolates formed with the in situ generated HCI.
语种: 英语
相关网址: 查看原文
WOS记录号: WOS:000221025200024
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内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/11976
Appears in Collections:金属有机化学国家重点实验室_期刊论文

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Recommended Citation:
Ma SM,Yu ZQ. Efficient synthesis of 4-(3 '-furanyl)butenolide derivatives via Pd-II-catalyzed oxidative heterodimeric cyclization reaction of 2,3-allenoic acids and 1,2-allenyl ketones[J]. Chem.-Eur. J.,2004,10(8):2078-2087.
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