89882-30-4

Upstream product

• 89881-82-3 methyl (2RS,3RS)-3-dimethyl(phenyl)silyl-2-methyl-3-phenylpropanoate 
• 94286-56-3 dimethyl(2-methyl-1-phenyl-2-propenyl)phenylsilane 
• 75583-57-2 lithium bis(dimethyl(phenyl)silyl)cuprate 
• 103-26-4 Methyl cinnamate 
• 94286-28-9 4-(dimethylphenylsilyl)-3-phenylpropanoic acid methyl ester 
• 22946-43-6 (E)-methyl-2-methyl-3-phenylacrylate 
• 14371-10-9 (E)-3-phenylpropenal 

Downstream Products

• 14366-91-7 syn-2-methyl-1-phenyl-1,3-propanediol 

Relevant academic research and scientific papers

The Regiochemistry and Stereochemistry of the Hydroboration of Allylsilanes

The hydroboration of a wide range of allylsilanes 3 and 5-21 is found to be generally regioselective for attachment of the boron to C-3 and hydrogen to C-2 of the allyl unit, and to be generally stereoselective in the sense 1, with attachment of the boron

STEREOCHEMISTRY IN THE HYDROBORATION OF ALLYLSILANES

The hydroboration of allylsilanes is highly stereoselective in the sense (3 -> 4 and 6->7), especially with 9-BBN as the hydroborating reagent.The products can be converted stereospecifically into 1,3-diol derivatives (5 and 8).

Diastereoselectivity in the Alkylation of Enolates having an Adjacent Silyl Group

The methylation of open-chain enolates having an adjacent silyl group is highly diastereoselective in favour of the isomer (2) having the silyl and methyl groups trans on the carbon chain; protonation of the corresponding enolate, already carrying the methyl group, gives the other diastereoisomer (3), but with somewhat lower diastereoselectivity.