Synthesis of 1,2,3-trisubstituted cyclopropanes by MIRC reactions of dithianyllithiums with monocarboxylic vinyl epoxide analogues

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• 作者：Shouchu Tang ; Xingang Xie ; Xing Huo ; Qiren Liang ; Xuegong She and Xinfu Pan
• 关键词：1 ; 2 ; 3-Trisubstituted cyclopropanes ; MIRC reactions ; Vinyl epoxide
• 刊名：Tetrahedron Letters
• 出版年：2006
• 期刊代码：109_00404039
• 类别：ch
• 出版时间：9 January 2006
• 卷：47
• 期：2
• 页码：205-208
• 文件大小：99 K

摘要

A variety of cyclopropane derivatives bearing stereochemistry at all three positions on the ring were readily obtained in a high yield of 76–92%and high stereoselectivity (trans:cis > 95:5) when the monocarboxylic vinyl epoxide analogues reacted with dithianyllithiums in the presence of HMPA. This reaction was supposed to be a tandem conjugation addition-opening epoxide ring sequence.