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It was found that 3-(p-tolylsulfonyl)- and 3-(p-tolylsulfinyl)-3-sulfolenes prepared from 3-sulfolene react with various dienophiles to give the corresponding Diels-Alder cycloadducts in good yields, and that only the “para” substituted cycloadducts are obtained with monofunctionalized (CHO, COCH3, CO2CH3, CN, and C6H5) ethylenes and methyl 2-methylpropenoate, respectively.
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Inomata et al. (1978) studied this question.
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