182356-06-5

Upstream product

• 182511-13-3 (4R,5S)-1-((S)-3-Biphenyl-4-yl-4-phenyl-butyryl)-3,4-dimethyl-5-phenyl-imidazolidin-2-one 
• 120301-61-3 (E)‐3‐([1,1'‐biphenyl]‐4‐yl)acryloyl chloride 
• 13026-23-8 (2E)-3-(1,1'-biphenyl-4-yl)acrylic acid 
• 81069-41-2 3-biphenyl-4-yl-acrylic acid ethyl ester 
• 182511-11-1 (4R,5S)-1-((E)-3-Biphenyl-4-yl-acryloyl)-3,4-dimethyl-5-phenyl-imidazolidin-2-one 
• 34824-58-3 2-(2-bromophenyl)-1,3-dioxolan 
• 929903-74-2 2-(2-bromoprop-2-en-1-yl)benzaldehyde 

Downstream Products

• 56073-07-5 3-((1'R,3'R)-3-([1,1'-biphenyl]-4-yl)-1,2,3,4-tetrahydronaphthalen-1-yl)-4-hydroxy-2H-chromen-2-one 
• 56073-07-5 3-((1'S,3'R)-3-([1,1'-biphenyl]-4-yl)-1,2,3,4-tetrahydronaphthalen-1-yl)-4-hydroxy-2H-chromen-2-one 

Relevant academic research and scientific papers

Enantioselective rhodium-catalyzed hydroacylation to access the four stereoisomers of anti-rodent difenacoum

An efficient asymmetric synthesis of the four stereoisomers of difenacoum, an anticoagulant currently used as a rodenticide in racemic form, is performed using a key step of rhodium catalyzed enantioselective intramolecular hydroacylation. Optimization of the last step, condensation of 4-hydroxycoumarin with chiral 3-([1,1′-biphenyl]-4-yl)-1,2,3,4-tetrahydronaphthalen-1-ol, is also discussed. After chromatographic separation of the cis and trans diastereoisomers, the four stereoisomers were all obtained with excellent enantioselective and diastereoselective excess (ee?≈?96% and de >96%).

Efficient asymmetric synthesis of the four diastereomers of diphenacoum and brodifacoum

A highly stereo- and enantio-selective approach to the four stereoisomers of the rodenticides, diphenacoum and brodifacoum, is described. The key step involves the stereospecific formation of one of the crucial bonds in the molecular backbone, and is based on asymmetric organocopper 1,4-addition to chiral imides. Intramolecular cyclization of the resulting butanoate and coupling with 4-hydroxycoumarin, afford the title compounds.