119220-50-7

Upstream product

• 770-09-2 benzyltrimethylsilane 
• 140-10-3 (E)-3-phenylacrylic acid 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 
• 21040-45-9 Cinnamyl acetate 
• 5332-06-9 4-bromobutanenitrile 
• 119220-68-7 2-<(trimethylsilyl)phenylmethyl>-cyclohexanol 
• 119220-47-2 C₁₈H₂₇NO₂Si 
• 119220-47-2 C₁₈H₂₇NO₂Si 
• 591-50-4 iodobenzene 
• 15295-69-9 hept-6-ynenitrile 
• 119220-71-2 (S)-2-((S)-Phenyl-trimethylsilanyl-methyl)-cyclohexanone oxime 
• 119220-71-2 (R)-2-((S)-Phenyl-trimethylsilanyl-methyl)-cyclohexanone oxime 
• 119220-69-8 (R)-2-((R)-Phenyl-trimethylsilanyl-methyl)-cyclohexanone 
• 119220-69-8 (S)-2-((R)-Phenyl-trimethylsilanyl-methyl)-cyclohexanone 

Relevant academic research and scientific papers

Copper-catalyzed highly selective semihydrogenation of non-polar carbon-carbon multiple bonds using a silane and an alcohol

A copper catalyst bearing a suitable Xantphos derivative or NHC ligand was found to be highly efficient for the selective semihydrogenation of non-polar unsaturated compounds using a mixture of a silane and an alcohol as reducing agent. The catalytic system was useful for the selective semihydrogenation of internal alkynes to (Z)-alkenes with suppression of overreduction to the corresponding alkanes. Furthermore, semihydrogenations of terminal alkyne, 1,2-diene, 1,3-diene, 1,3-enyne and 1,3-diyne systems were also achieved selectively. Copyright

Cobalt-catalyzed reductive allylation of alkyl halides with allylic acetates or carbonates

An efficient method for the direct allylation of alkyl halides catalyzed by simple cobalt(II) bromide has been developed. This reaction, using a variety of substituted allylic acetates or carbonates, provides the linear product as the major product. It displays broad substrate scope and good functional group tolerance. Copyright

SILICON-DIRECTED BECKMANN FRAGMENTATION

The selective fragmentation reactions of β-trimethylsilylketoximes have been proved to proceed effectively with acid catalysts giving the corresponding nitriles.Cyclic silylketoximes gave unsaturated nitriles.The fragmentation in the Beckmann rearrangement is completely controlled and directed by a trimethylsilyl group to lead the regio- and stereo-specific formation of the double bond.The catalytic fragmentation proceeds with the combination of trimethylsilyl ketoxime acetates and trimethylsilyl trifluoromethanesulfonate giving nitriles in high yields.Excellent stereospecificity of the fragmentation based on the stereochemical outcome was discussed.Simple stereo-controlled synthetic approach to some insect pheromones is also described.