350249-56-8

Upstream product

• 100717-47-3 2-methyl-5-(N-methyl-anilinomethylene)-cyclopentanone 
• 1120-72-5 2-Methylcyclopentanone 
• 98272-31-2 2-[1-Hydroxy-meth-(Z)-ylidene]-5-methyl-cyclopentanone 
• 590-15-8 trans-2-propenyl bromide 

Relevant academic research and scientific papers

P-chirogenic binaphthyl-substituted monophosphines: synthesis and use in enolate vinylation/arylation reactions.

[reaction: see text] New phosphine ligands possessing both axial chirality and a chirogenic phosphorus center were prepared from (R)-2-bromo-2'-N,N-(dimethylamino)-1,1'-binaphthyl (1) via a simple Li-halogen exchange protocol. The asymmetric vinylation of a ketone enolate with (R,R(P))-2-(tert-butylphenylphosphino)-2'-N,N-(dimethylamino)-1,1'-binaphthyl (2a) afforded the coupling product with good enantiomeric excess.

Catalytic asymmetric vinylation of ketone enolates.

[see reaction]. A protocol for the catalytic asymmetric vinylation of ketone enolates has been developed. Key to the success of this process was the development of new electron-rich chiral monodentate ligands.