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- W2035534472 abstract "In the presence of a Lewis acid (AlCl3, InCl3, GaCl3), acyl chlorides react with allyltrimethylsilane to give the corresponding allyl ketones, CH2CHCH2COR, in good yields. Substituted allylsilanes, synthesized by 1,4-disilylation of conjugated dienes, give a similar reaction. The electrophilic substitution of SiMe3 by a COR group occurs with allylic rearrangement and therefore silylated β,γ-ethylenic ketones, , are obtained. In most cases the allylic ketones prepared isomerize easily to the corresponding conjugated ketones; ketones having the formula CH2CHCH2COR lead uniquely to the trans-,propenylketones, MeCHCHCOR. En présence d'acides de Lewis (AlCl3, InCl3, GaCl3), les chlorures d'acides réagissent avec l'allyltriméthylsilane pour conduire, avec de bons rendements, aux allylcétones correspondantes CH2CHCH2COR. Les allylsilanes substitués, préparés par disilylation directe en -1,4 des diènes conjugués, donnent le même type de réaction. La substitution électrophile d'un groupe SiMe3 par un groupe COR s'effectuant avec transposition allylique, nous avons obtenu dans ce dernier cas, des cétones β,γ-éthyléniques siliciées nouvelles . Les cétones allyliques ainsi obtenues s'isomérisent aisément en cétones conjuguées correspondantes dans la plupart des cas; les cétones de formule CH2CHCH2COR conduisent en particulier aux propénylcétones MeCHCHCOR de structure uniquement trans." @default.
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- W2035534472 date "1975-02-01" @default.
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- W2035534472 title "Synthese nouvelle d'allylcetones par voie organosilicique" @default.
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- W2035534472 doi "https://doi.org/10.1016/s0022-328x(00)80694-4" @default.
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