Convenient synthesis and cycloaddition reactions of 2-phenylseleno-1,3-butadiene and 2-trialkylstannyl-1,3-butadienes
- 1 November 1987
- journal article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 65 (11) , 2612-2617
- https://doi.org/10.1139/v87-431
Abstract
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.Keywords
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