1047082-72-3

Upstream product

• 21757-98-2 ethyl (E)-3-(4-chlorophenyl)-2-butenoate 
• 93404-36-5 (2E)-3-(4'-chlorophenyl)but-2-en-1-ol 
• 99-91-2 para-chloroacetophenone 

Downstream Products

• 1374647-41-2 (-)-1-chloro-4-(3-methylhept-1-en-3-yl)benzene 
• 1374647-42-3 (-)-1-chloro-4-(3-methylnon-1-en-3-yl)benzene 
• 98411-58-6 (E)-1-chloro-4-(hex-2-en-2-yl)benzene 
• 23853-78-3 1-chloro-4-(1-methylprop-2-en-1-yl)benzene 

Relevant academic research and scientific papers

P-Chiral Monophosphorus Ligands for Asymmetric Copper-Catalyzed Allylic Alkylation

Asymmetric copper-catalyzed allylic alkylation between allyl bromides and alkyl Grignard reagents using a P-chiral monophosphorus ligand is described. A range of terminal olefins bearing tertiary or quaternary carbon centers were formed in good branched/linear selectivities and excellent enantioselectivities at copper loadings as low as 0.5 mol %.

Copper(I)-Catalyzed Allylic Substitutions with a Hydride Nucleophile

An easily accessible copper(I)/N-heterocyclic carbene (NHC) complex enables a regioselective hydride transfer to allylic bromides, an allylic reduction. The resulting aryl- and alkyl-substituted branched α-olefins, which are valuable building blocks for synthesis, are obtained in good yields and regioselectivity. A commercially available silane, (TMSO)2Si(Me)H, is employed as hydride source. This protocol offers a unified alternative to the established metal-catalyzed allylic substitutions with carbon nucleophiles, as no adaption of the catalyst to the nature of the nucleophile is required.

Enantioselective synthesis of tertiary and quaternary stereogenic centers: Copper/phosphoramidite-catalyzed allylic alkylation with organolithium reagents

An efficient and highly enantioselective copper-catalyzed allylic alkylation of disubstituted allyl halides with primary and secondary organolithium reagents using phosphoramidite ligands is reported. The use of trisubstituted allyl bromides allows, for the first time, the enantioselective synthesis of all-carbon quaternary stereogenic centers with these reactive organometallic reagents.