31333-32-1

Upstream product

• 542-69-8 1-iodo-butane 
• 72551-26-9 5-phenyl-3-(trimethylsilyl)-1-penten-3-ol 
• 556-56-9 allyl iodid 
• 74-88-4 methyl iodide 
• 112949-17-4 1,2-bis-phenylethynyl-cyclohexane-1,2-diol 
• 61157-31-1 3-phenylpropionyltrimethylsilane 
• 197094-57-8 2-Hydroxy-2-phenethyl-cyclohexanone 
• 71760-01-5 Bis-(phenethyl)-cadmium 
• 111-50-2 Adipic acid dichloride 

Downstream Products

• 31447-39-9 1,10-Diphenyl-decane-3,4,7,8-tetraone tetraoxime 
• 31447-38-8 Diphenyl-1,10-hydroxyimino-4,7-decandion-3,8 

Relevant academic research and scientific papers

Oxidative Cleavage of vic-Diols Using Copper(II) Bromide-Lithium t-Butoxide: A New Route to Unsymmetrical 1,5- and 1,6-Diketones

Unsymmetrical 1,6-diketones were obtained by the copper(II) bromide-lithium t-butoxide oxidation of 1,2-disubstituted 1,2-cyclohexanediols. The diols were easily prepared by the addition of Grignard reagents to 2-trimethylsiloxy-2-cyelohexenone followed by the hydrolysis and treatment of the resulting 2-hydroxycyclohexanones with the second Grignard reagents. Similarly, 1,5-Diketones were obtained using 2-trimethylsiloxy-2-cyclopentenone as a starting material.

BASE-INDUCED REARRANGEMENT OF 1-(TRIMETHYLSILYL)ALLYLIC ALCOHOLS. STEREO- AND REGIOSELECTIVE SYNTHESIS OF SILYL ENOL ETHERS THROUGH LITHIUM HOMOENOLATES.

1-(Trimethylsilyl)allylic alcohols have been prepared and their conversions to silyl enol ethers have been examined. Under appropriate conditions, lithium alkoxides of the above alcohols are in equilibrium with lithium homoenolates, 3-(trimethylsiloxy)allyllithiums, which react with alkyl iodides to give the silyl enol ethers of defined stereo- and regiochemistry. Further, a catalytic amount of butyllithium induces the rearrangement of the alcohols to yield the corresponding silyl enol ethers in a highly stereo- and regiocontrolled manner via self-protolysis. Equilibrium composition between lithium alkoxides and lithium homoenolates has been shown to be greatly influenced by the steric factors around alpha carbons of allylic alcohols.