1270304-79-4

Upstream product

• 129158-81-2 (S)-(Z)-1-(Dimethylphenylsilyl)-1-buten-3-ol 
• 1378249-52-5 2-{[(2S,3Z)-4-[dimethyl(phenyl)silyl]-3-buten-2-yl]oxy}-5,5-dimethyl-1,3,2-dioxaphosphinane-2-oxide 
• 67753-90-6 9-phenethyl-9-bora-bicyclo[3.3.1]nonane 
• 1378249-47-8 C₁₇H₂₄O₂Si 
• 100-42-5 styrene 
• 218601-55-9 3-phenylpropyl N,N-diisopropylcarbamate 
• 185990-03-8 dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane 
• 590-13-6 (Z)-1-propenyl bromide 
• 1270304-75-0 (R)-dimethyl(phenyl)(3-phenyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propyl)silane 

Relevant academic research and scientific papers

Reversible 1,3-anti/syn-stereochemical courses in copper-catalyzed γ-selective allyl-alkyl coupling between chiral allylic phosphates and alkylboranes

The stereochemical courses of the copper-catalyzed allyl-alkyl coupling between enantioenriched chiral allylic phosphates and alkylboranes were switchable between 1,3-anti and 1,3-syn selectivities by the choice of solvents and achiral alkoxide bases with different steric demands. The reactions with γ-silylated allylic phosphates allow efficient synthesis of enantioenriched chiral allylsilanes with tertiary or quaternary carbon stereogenic centers. Cyclic and acyclic bimodal participation of alkoxyborane species in an organocopper addition-elimination sequence is proposed to account for the phenomenon of the anti/syn-stereochemical reversal.

Asymmetric synthesis of tertiary and quaternary allyl- and crotylsilanes via the borylation of lithiated carbamates

Tertiary allyl- or crotylsilanes have been prepared in high er and dr via the lithiation-borylation reaction of alkyl carbamates with silaboronates. Using a related strategy, quaternary allylsilanes could be accessed in similarly high er.