Unusual reactions of N-allylic difluoroenamines under thermal conditions |
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Authors: | Amii Hideki Ichihara Yutaka Nakagawa Takashi Kobayashi Takeshi Uneyama Kenji |
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Institution: | Department of Applied Chemistry, Faculty of Engineering, Okayama University, Okayama 700-8530, Japan. |
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Abstract: | N-Allylic difluoroenamines exhibited unusual behaviors under thermal conditions; N-allyl difluoroenamines in refluxing xylene afforded not only aza-Claisen rearrangement products, but also 2-azabicyclo2.1.1]hexanes, whose formation could be explained via intramolecular 2+2]-cycloaddition, whilst N-prenyl difluoroenamine underwent an ene reaction to give the pyrrolidine as a sole product. |
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