“contra-Michael” Addition of Alkyllithiums to Silicon- and Phenyl-substituted α,β-Unsaturated Amides in the Presence of <i>t</i>-BuOK

• Tomoko Hinago

  Department of Chemical and Biological Sciences, Faculty of Science, Japan Women’s University

• Nana Teshima

  Department of Chemical and Biological Sciences, Faculty of Science, Japan Women’s University

• Satoko Kenmoku

  Department of Chemical and Biological Sciences, Faculty of Science, Japan Women’s University

• Tiyako Kamata

  Department of Chemical and Biological Sciences, Faculty of Science, Japan Women’s University

• Nahoko Terauchi

  Department of Chemical and Biological Sciences, Faculty of Science, Japan Women’s University

• Nao Chiba

  Department of Chemical and Biological Sciences, Faculty of Science, Japan Women’s University

• Chikako Satoh

  Department of Chemical and Biological Sciences, Faculty of Science, Japan Women’s University

• Aya Nakamura

  Department of Chemical and Biological Sciences, Faculty of Science, Japan Women’s University

• Morio Asaoka

  Department of Chemical and Biological Sciences, Faculty of Science, Japan Women’s University

抄録

Carbolithiation of 3-(trimethylsilyl)acrylamide and cinnamamide derivatives gave the corresponding 3-substituted (Michael) and/or 2-substituted (contra-Michael) adducts. The regioselectivity depends on the nature of alkyllithium reagents. In the carbolithiation with n-alkyllithiums, the presence of t-BuOK caused dramatic change of the addition mode and the contra-Michael adducts were obtained exclusively.

収録刊行物

• Chemistry Letters

  Chemistry Letters 36 (1), 54-55, 2006-12-16

  Oxford University Press (OUP)

キーワード

• General Chemistry

詳細情報

• CRID: 1360846644041144192
• NII論文ID: 10018662797
• NII書誌ID: AA00603318
• DOI: 10.1246/cl.2007.54
• ISSN: 13480715
• ISSN: 03667022
• Web Site: https://academic.oup.com/chemlett/article-pdf/36/1/54/55593830/cl.2007.54.pdf
• データソース種別:
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