Photoinduced carbonyl ylide (A) from a,P-unsaturated y,&epoxy dinitrile (1) undergoes 1.3-dipolar cycloaddition with en01 ethers, leading to tetrahydrofuran system with high regioselectivity in moderate yield.However, The cycloadditions of A with nonactivated and electron-deficient olefins and with C=N containing dipolarophiles gave the corresponding adducts slightly.The reactivity for the cycloaddition of a-cyano ester (8) and diester (9) with ethyl vinyl ether decreases
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Ishii et al. (1999) studied this question.
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