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学科主题: 金属有机化学
题名: Efficient Synthesis of 3-Chloromethyl-2(5H)-furanones and 3-Chloromethyl-5,6-dihydropyran-2-ones via the PdCl2-Catalyzed Chlorocyclocarbonylation of 2,3-or 3,4-Allenols
其他题名: Efficient Synthesis of 3-Chloromethyl-2(5H)-furanones and 3-Chloromethyl-5,6-dihydropyran-2-ones via the PdCl2-Catalyzed Chlorocyclocarbonylation of 2,3-or 3,4-Allenols
作者: Cheng X(程鑫) ; Jiang XF(姜雪峰) ; Yu YH(余亦华) ; Ma SM(麻生明)
通讯作者: 麻生明
刊名: J. Org. Chem.
发表日期: 2008
卷: 73, 期:22, 页:8960-8965
收录类别: SCI
部门归属: 上海有机所; 华东师范大学
英文摘要: A mild and efficient methodology involving PdCl2-catalyzed chlorocyclocarbonylation of 2,3- or 3,4-allenols with CuCl2 for the synthesis of 3-chloromethyl-2(5H)-furanones and 3-chloromethyl-5,6-dihydropyran-2-ones was developed. This reaction proceeded in a highly regioselective manner, i.e., the chlorine atom was introduced to the terminal position of the allene moiety while the lactone linkage was formed between the center carbon atom of the allene moiety and the hydroxyl oxygen, which was established by the X-ray single crystal diffraction study of gamma-lactone 3p. The highly optically active 3-chloromethyl-2(5H)-furanones could be easily prepared from the readily available optically active 2,3-allenols. A mechanism for this reaction was proposed.
语种: 英语
相关网址: 查看原文
WOS记录号: WOS:000260923000030
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内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/12146
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:
Cheng X,Jiang XF,Yu YH,et al. Efficient Synthesis of 3-Chloromethyl-2(5H)-furanones and 3-Chloromethyl-5,6-dihydropyran-2-ones via the PdCl2-Catalyzed Chlorocyclocarbonylation of 2,3-or 3,4-Allenols[J]. J. Org. Chem.,2008,73(22):8960-8965.
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