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α,β-Unsaturated selenoaldehydes and selenoketones the reaction behavior as a heterodiene and/or a dienophile

✍ Scribed by Guang Ming Li; Masahito Segi; Tadashi Nakajima

Book ID: 104225446
Publisher: Elsevier Science
Year: 1992
Tongue: French
Weight: 272 KB
Volume: 33
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)92677-7

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✦ Synopsis

a&lJnsaturated selenoaldehy&s and selenokewnes, generated in situ by selenation of the corresponding carbonyl compounds with bis(dimethylaluminttm ) selenide, underwent regioselective self-condensation to yield cyclic oYselenide derivadves. On the other hand, in the presence of a trapping agent, they underwent intmnolectdar Diels-Alder cycloada%tions in two werent modes depending on the trapping agent, that is. as a heterodiene toward norbornadiene or a dienophile toward cyclopentadiene.

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