22,-Dimethyl-4-phenyloxazoline and 2,2-dimethyl-4,5-diphenylimidazolidine as new chiral auxiliaries. Applications to asymmetric nitrile oxide cycloadditions |
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Authors: | Shuji Kanemasa Kenjiro Onimura Eiji Wada Junji Tanaka |
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Institution: | Institute of Advanced Material Study, Kyushu University, Kasugakoen, Kasuga 816, Japan a Department of Molecular Science and Technology, Interdisciplinary Graduate School of Engineering Sciences, Kyushu University, Kasugakoen, Kasuga 816, Japan |
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Abstract: | Asymmetric dipolar cycloadditions of a nitrile oxide to the acrylamide derivatives of two new chiral auxiliaries, (R)-2,2-dimethyl-4-phenyloxazolidines and (S,S)-2,2-dimethyl-4,5-diphenylimidazolidine, show satisfactorily high diastereoselectivities (up to 91%). |
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