Competitive Cationic Pathways and the Asymmetric Synthesis of Aryl-Substituted Cyclopropanes

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• 作者：Bruce J. Melancon ; Nicholas R. Perl ; Richard E. Taylor
• 刊名：Organic Letters
• 出版年：2007
• 出版时间：April 12, 2007
• 年：2007
• 卷：9
• 期：8
• 页码：1425 - 1428
• 全文大小：75K
• 年卷期：v.9,no.8(April 12, 2007)
• ISSN：1523-7052

文摘

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1,2-Disubstituted cyclopropanes were synthesized in a nonracemic fashion via activation of the corresponding homoallylic alcohols in excellentyields. A series of substituted phenyl rings showed higher enantiospecificity for the cyclization as the electron-withdrawing ability of thegroup increased. The results offer strong support for the existence of competing cation mechanisms.