Highly peri-and stereoselective intramolecular photocycloaddition and cyclisation of N-(1-naphthylethyl) prop-2-enamides

…, M Tsuruoka, K Kishikawa, M Yamamoto…

Index: Kohmoto; Miyaji; Tsuruoka; Kishikawa; Yamamoto; Yamada Journal of the Chemical Society. Perkin Transactions 1, 2001 , # 17 p. 2082 - 2088

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Citation Number: 15

Abstract

Control of three modes of intramolecular reactions,[2+ 2] and [4+ 2] cycloadditions, and Type- II cyclisation, is attempted in the photochemical reaction of N-(naphthylethyl) prop-2- enamides. The reactions are affected by the enamide substituents and the sensitisation conditions used. Acryloyl derivatives undergo [2+ 2] cycloaddition and Type-II cyclisation. The two reactions occur selectively depending on the sensitiser used, benzophenone ...