Aromatic ring-system controls π-facial selectivity in Diels-Alder reactions of [3.3]orthoanthracenophanes

作者: Shuntaro Mataka , Jiang Ma , Thies Thiemann , Jerzy M Rudziñski , Tsuyoshi Sawada

DOI: 10.1016/0040-4039(95)01230-F

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摘要: Abstract The Diels-Alder reaction of layered [3.3]orthoanthracenophanes with electrondashpoor dienophiles is studied. Of special interest the anthracenonaphthophane, which was found to add naphthoquinone, maleic anhydride and maleimide favorably from inside face N-phenyltriazolindione dimethyl azodicarboxylate outside.

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