Reaction with Other Organometallics

Indium-mediated allylation of trialkyl(difluoroacetyl)silane 70 in aqueous media gives homoallylic alcohol 71 exclusively (Scheme 60). Both water and THF are essential for the allylation reaction. It is worth noting that homoallylic alcohol 71 is formed exclusively under these reaction conditions. On the contrary, enol silyl ether 72 is a major product of the fluorinated acylsilanes reaction with other organometallic compounds than indium via a Brook rearrangement and defluorination. Indium-mediated allylsilylation of carbonyl compounds provides a facile route to 2-(hydroxyethyl)allylsilanes. The allene homologs are similarly prepared (Scheme 61).244,244a... 

The reaction has also been performed with other organometallic compounds, for... 

Many other methods have been used to prepare bonded phases these include esterification of the surface silanol groups with alco-Tiols, or conversion of the silanol groups to Si—Cl using thionyl chloride, followed by reaction with an organometallic compound. If you are interested, there are details in the textbooks by Knox or by Hamilton and Sewell. 

Lithium diallylcuprate, 11 Lithium dibutylcuprate, 61 Lithium dimethylcuprate, 63, 258 Sakurai reaction Alkylaluminum halides, 5 Allyltrimethylsilane, 11, 305 Titanium(IV) chloride, 304 with other organometallic agents (IS, 2S) -2-Amino-3-methoxy-1 -pheny 1-1-propanol, 17... 

These are very facile processes, and here this subject is divided into reaction of halides with (i) organometallic compounds, (ii) reaction with carbonyl stabilized anions and (iii) reaction with other carbanions. 

Transmetallation reactions of Grignard reagents with other organometallic compounds are rare. An example is shown here [70] other transmetallations have been briefly reported [71]. 

We also observed quantitative reactions with other nucleophiles such as amines and organometallics. 

Nucleophilic ring-opening of oxiranes by lithium dialkylcuprates occurs at the sterically less-hindered side and the corresponding alcohol is formed.The reaction can be carried out under mOd conditions and the side-reactions observed with other organometallic compounds can be avoided. The mechanism of the transformations has been treated in detail. With MejCuLi the reaction proceeds stereoselectively and the new C-C bond is formed on the side opposite the C-0 bond of the oxirane (Eq. 

Reaction of Alkyl Halides and Sulfonate Esters With Other Organometallic Reagents... 

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