Asymmetric cycloaddition of N-metalated azomethine ylides with the optically active .ALPHA.,.BETA.-unsaturated esters derived from .ALPHA.-amino acids.
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概要
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α,β-Unsaturated esters bearing a chiral oxazolidine or perhydropyrrolo[1,2-<I>c</I>]imidazole auxiliary at the β-position have been prepared and applied to the cycloadditions with <I>N</I>-metalated azomethine ylides derived from α-(benzylideneamino) esters. These reactions are found to proceed with an exclusively high diastereofacial selectivity to give 2,4-pyrrolidinedicarboxylates with four consecutive chiral centers after the removal of chiral auxiliary. Detailed stereochemistry in the transition state is discussed.
- 公益社団法人 日本化学会の論文
著者
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Kanemasa Shuji
Institute Of Advanced Material Study Kyushu University
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Wada Eiji
Institute Of Advanced Material Study Kyushu University
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Yamamoto Hidetoshi
Department Of Applied Chemistry Faculty Of Engineering Yamaguchi University
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Sakurai Tosio
Faculty of Education, Shinshu University
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Urushido Kunio
Faculty of Education, Shinshu University
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