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Synthesis of allyl vinyl silanes. Preparation of 12-(dimethylsila)squalene

✍ Scribed by Glenn D. Prestwich; Czesław Wawrzeńczyk

Book ID
104227035
Publisher
Elsevier Science
Year
1989
Tongue
French
Weight
246 KB
Volume
30
Category
Article
ISSN
0040-4039

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✦ Synopsis

A general method for the preparation of mixed ally1 vinyl dimethylsilanes uses the sequential coupling of two different alkenylmetallics to (chloromethyl)dimethylchlorosilane. This method is applied to synthesize the 12-dimethylsila analog of squalene.

Although both allylsilanes and vinylsilanes are readily prepared and useful reagents in organic synthesisl, no general methods were available in the literature for the synthesis of silanes bearing both an allylic and a vinylic moiety.2 Compounds of this type have particular interest for us for the study of

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A new access to ally1 silanes by the Ni and Pd catalysed cross-coupling reactions of vinyl selenides and t&nethylsilylmethylmagnesium chloride @ME / Rfx / 65-83 9% yield) is reported. As a result of the progressive recognition of their unique chemical reactivity, organosilicon compounds find increa