129158-81-2

Upstream product

• 142611-82-3 Acetic acid (S)-3-(dimethyl-phenyl-silanyl)-1-methyl-prop-2-ynyl ester 
• 1378249-47-8 C₁₇H₂₄O₂Si 
• 142697-17-4 (S)-4-(dimethyl(phenyl)silyl)-but-3-yn-2-ol 
• 129921-47-7 Acetic acid (Z)-(S)-3-(dimethyl-phenyl-silanyl)-1-methyl-allyl ester 

Downstream Products

• 142611-72-1 (3S)-(Z)-1-(Dimethylphenylsilyl)-1-buten-3-yl (benzyloxy)acetate 
• 142611-71-0 (3S)-(Z)-1-(Dimethylphenylsilyl)-1-buten-3-yl methoxyacetate 
• 142611-83-4 (E)-(2S,3R)-2-Methoxy-3-(dimethylphenylsilyl)-4-hexenoic acid 
• 142611-73-2 (2R,3S)-(E)-Methyl 2-methoxy-3-(dimethylphenylsilyl)hex-4-enoate 
• 142611-80-1 (E)-(2R,3S)-2-Benzyloxy-3-(dimethyl-phenyl-silanyl)-hex-4-enoic acid 
• 142611-74-3 (2R,3S)-(E)-Methyl 2-(benzyloxy)-3-(dimethylphenylsilyl)hex-4-enoate 
• 1378249-52-5 2-{[(2S,3Z)-4-[dimethyl(phenyl)silyl]-3-buten-2-yl]oxy}-5,5-dimethyl-1,3,2-dioxaphosphinane-2-oxide 
• 1270304-79-4 (S,E)-dimethyl(phenyl)(1-phenylhex-4-en-3-yl)silane 
• 1378249-72-9 dimethylphenyl((3R,4E)-1-phenyl-4-hexen-3-yl)silane 
• 1378249-73-0 (E)-[(6-dimethylphenylsilyl-7-nonen-1-yl)oxy]triisopropylsilane 
• 1378249-74-1 (E)-[(6-dimethylphenylsilyl-7-nonen-1-yl)oxy]triisopropylsilane 
• 1378249-75-2 (E)-[1-(4-chlorophenyl)-4-hexen-3-yl]dimethylphenylsilane 
• 1378249-76-3 (E)-[1-(4-chlorophenyl)-4-hexen-3-yl]dimethylphenylsilane 
• 1378249-77-4 (E)-methyl 6-(dimethylphenylsilyl)-3,3-dimethyl-7-nonenoate 

Relevant academic research and scientific papers

Copper-Catalyzed γ-Selective and Stereospecific Allylic Cross-Coupling with Secondary Alkylboranes

The scope of the copper-catalyzed coupling reactions between organoboron compounds and allylic phosphates is expanded significantly by employing triphenylphosphine as a ligand for copper, allowing the use of secondary alkylboron compounds. The reaction proceeds with complete γ-E-selectivity and preferential 1,3-syn stereoselectivity. The reaction of γ-silicon-substituted allylic phosphates affords enantioenriched α-stereogenic allylsilanes.

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.