T. Zaima, Chikashi Matsuno, K. Mitsuhashi
1988
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Nippon Kagaku Kaishi
Abstract
Several bismaleimides were treated with 1, 1′-bis(methoxycarbonyl)divinylamine(BDA)under photoirradiation. Whereas the equimolar reaction gave a mixture of 1: 1- and 2: 1cycloadducts, the use of twice molar amount of BDA to bismaleimides afforded only 2: 1adducts, novel bis-type 7-azanorbornane derivatives, in fairly high yields. Spectral analyses of the products showed that the cycloaddition proceeded stereoselectively, giving the exoadducts.Difference of the reactivity of bismaleimides from that of conjugated unsaturated compounds, reported previously, is discussed.