- Silicon-Directed Diene Synthesis
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A synthesis of 2-substituted-1,3-dienes is reported which uses silicon as a control element: eight aldehydes were converted into α-silyl ketones by treatment with trimethylsilylmethylmagnesium chloride and rapid Collins oxidation.Addition of vinylmagnesiu
- Brown, Paul A.,Bonnert, Roger V.,Jenkins, Paul R.,Lawrence, Nicholas J.,Selim, Mohammed R.
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p. 1893 - 1900
(2007/10/02)
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- 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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- A SILICON DIRECTED DIENE SYNTHESIS
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A convenient method for the conversion of a series of aldehydes into substituted dienes is reported which uses silicon as a control element.
- Brown, Paul A.,Bonnert, Roger V.,Jenkins, Paul R.,Selim, Mohammed R.
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p. 693 - 696
(2007/10/02)
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