A four-component radical coupling of diphenyl diselenide, an alkyne, and two olefins to form substituted cyclopentanes in good yields is described (see scheme). This selective sequential addition and cyclization is facilitated by the rate of carbon-radical trapping by diphenyl diselenide, appropriate for this transformation, and the efficiency of the 5-exo cyclization. EWG=electron-withdrawing group.
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Tsuchii et al. (2003) studied this question.
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