- Selective formation of alkenes from trimethylsilylmethyl ketones and from acylsilanes
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Trimethylsilylmethyl ketones, readily available from acyl chlorides, undergo a Reformatsky-Peterson reaction sequence to give 3-alkenoates regioselectively.Acylsilanes, however, react with either zinc ester enolates or trimethylsilylmethylmagnesium chloride to give the corresponding tertiary alcohols which, depending on their structure, spontaneously undergo either elimination or a Brook rearrangement-Peterson olefination sequence.These reactions allow the selective formation of vinylsilanes.
- Fuerstner, Alois,Kollegger, Gerlinde,Weidmann, Hans
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p. 295 - 305
(2007/10/02)
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- Alkylation and arylation of 2-trimethylsiloxyallyl halides. A new regiospecific route to silyl enol ethers
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Alkylation and arylation of 2-trimethylsiloxyallyl halides with lithium dialkyl- and diarylcuprate, respectively, gave silyl enol ethers in a regiospecific manner.
- Sakurai, Hideki,Shirahata, Akihiko,Araki, Yoshitaka,Hosomi, Akira
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p. 2325 - 2328
(2007/10/02)
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