Asymmetric Dipolar Cycloaddition of Nitrile Oxides to the .ALPHA.,.BETA.-Unsaturated Esters Bearing an Imidazolidine Chiral Controller at the .BETA.-Position.

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概要

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• Some α,β-unsaturated esters bearing an imidazolidine chiral controller at the β-position were employed in the asymmetric cycloaddition to nitrile oxides. Regio- and diastereoselectivities were both poor when the chiral controller was a perhydropyrrolo[1,2-<I>c</I>]imidazol-3-yl auxiliary, while the reaction of the esters bearing a C<SUB>2</SUB>-symmetric imidazolidine chiral controller was exclusively regioselective or diastereoselective depending upon the nature of <I>N</I>-substituent. The transition state was briefly discussed.

• 公益社団法人 日本化学会の論文

著者

• Kanemasa Shuji

  Institute Of Advanced Material Study Kyushu University

• Wada Eiji

  Institute Of Advanced Material Study Kyushu University

• Hayashi Takashi

  Department Of Applied Chemistry Graduate School Of Engineering Osaka University

• Yamamoto Hidetoshi

  Department Of Applied Chemistry Faculty Of Engineering Yamaguchi University

• Sakurai Tosio

  Faculty of Education, Shinshu University

• Hayashi Takashi

  Department of Molecular Science and Technology, Interdisciplinary Graduate School of Engineering Sciences, Kyushu University

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