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一种从丙二烯基甲基醚高效合成异木香碱、克劳辛 L、木香碱、糖核酸、木香烷和克劳辛 V 的金催化方法。

An efficient Au-catalyzed synthesis of isomukonidine, clausine L, mukonidine, glycosinine, mukonal, and clausine V from propadienyl methyl ether.

机构信息

Laboratory of Molecular Recognition and Synthesis, Department of Chemistry, Zhejiang University, Hangzhou 310027, People's Republic of China.

出版信息

Org Biomol Chem. 2013 Feb 13;11(10):1666-71. doi: 10.1039/c2ob27432a.

DOI:10.1039/c2ob27432a
PMID:23358535
Abstract

Naturally occurring carbazole alkaloids such as isomukonidine, clausine L, mukonidine, glycosinine, mukonal, and clausine V have been synthesized through a gold-catalyzed cyclization reaction of 1-(indol-2-yl)-2-methoxy-2,3-allenols, which are readily available from indolecarbaldehydes and methoxypropadiene. Compared to the reported procedures, our approach is general, atom economic, highly selective, and the starting materials are easily available.

摘要

天然存在的咔唑生物碱,如异麦角灵、克劳辛 L、麦角灵、糖基麦角灵、麦角酮和克劳辛 V,可以通过金催化的 1-(吲哚-2-基)-2-甲氧基-2,3-烯醇的环化反应来合成,这些烯醇很容易从吲哚甲醛和甲氧基丙二烯获得。与已报道的方法相比,我们的方法具有通用性、原子经济性、高选择性,且起始原料易得。

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