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The facile preparation of 2-trialkylstannyl-1,3-butadienes and 2-phenylseleno-1,3-butadiene by reaction of 2-(1,3-butadienyl)magnesium chloride with trialkylstannyl chlorides and phenylselenium chloride, respectively, is reported. The Diels–Alder reactivity of these dienes with a variety of activated dienophiles is also described. Finally, a novel transmetallation of tin, in vinyl stannanes, to selenium by use of phenylselenium chloride is outlined.
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Bates et al. (1987) studied this question.
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