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Regioselective synthesis of highly substituted arylsilanes by the reaction of the trimethylsilyl-substituted vinylallenones with enamines

✍ Scribed by Kung K. Wang; Yemane W. Andemichael; Sujitra Dhumrongvaraporn

Book ID
104229604
Publisher
Elsevier Science
Year
1989
Tongue
French
Weight
275 KB
Volume
30
Category
Article
ISSN
0040-4039

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✦ Synopsis

Condensation of the trimethylsilyl-substituted vinylallenones 5 and 1 with enamines proceeded smoothly and provided highly substituted arylsilanes regioselectively after acidic workup. Many interesting reactions of arylsilanes have been reported.' In a variety of cases, selective cleavage of the silicon-phenyl bond by electrophiles produced benzene derivatives having the substitution patterns difficult to obtain by conventional electrophilic aromatic substitution reactions. The fluoride-induced carbodesilylation2 and related reactions3 have also been investigated. The use of the trimethylsilyl group

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The reaction of 2-amidophenylmalonates with 1,4-diacetoxybut-2-ene in the presence of a palladium catalyst is described. Substituted tetrahydroquinolines having a vinyl group at the 3-or 2-position were synthesized, in which the regioselectivities of the double allylic substitution reactions have be