132313-03-2

Upstream product

• 153924-63-1 β-[(phenylmethylene)amino]-[R-(E)-]-benzeneethanol 
• 106-95-6 allyl bromide 
• 74879-43-9 (R)-N-benzylidene-2-hydroxy-1-phenylethylamine 
• 56613-80-0 D-2-phenylglycinol 
• 100-52-7 benzaldehyde 

Downstream Products

• 439587-54-9 N-tert-butoxycarbonyl-(R)-1-phenylbut-3-enamine 
• 936226-97-0 (R)-4-phenyl-3-[(R)-1-phenylbut-3-enyl]oxazolidin-2-one 
• 115224-13-0 (R)-4-amino-4-phenyl-1-butene 
• 936227-34-8 (3S,5R)-1-[(R)-2-hydroxy-1-phenylethyl]-3-methyl-5-phenylpyrrolidin-2-one 

Relevant academic research and scientific papers

Homoallylic amines as efficient chiral inducing frameworks in the conjugate addition of amides to α,β-unsaturated esters. An entry to enantio-enriched diversely substituted amines

The diastereoselective conjugate addition of secondary homoallylamines, obtained in the enantioenriched form via allylmetallation of imines, to α,β-unsaturated esters is reported. This method allows access to valuable building blocks as well as heterocyclic skeletons, providing tertiary amines bearing two chains integrating a stereogenic center adjacent to the nitrogen atom.

Access to optically pure nitrogen heterocycles based on hydrozirconation of unsaturated secondary amines

Optically active N-heterocycles with four-, five-, or six-membered rings can be prepared from unsaturated secondary amines, by using a one-pot hydrozirconation/iodination sequence as the key step. The presented method allows the preparation of 2-substituted pyrrolidines enantiomeric to those previously obtained from N-allyloxazolidines. The two approaches use the same reagents (allyl bromide and aldehydes) and the same (R)-2-phenyl-glycinol as the chiral inductor. Georg Thieme Verlag Stuttgart.

Asymmetric synthesis of di- and trisubstituted pyrrolidinones via zirconium-mediated intramolecular coupling of N-3-alkenyl carbamates

N-3-Alkenyl carbamates, which are readily available in enantiomerically pure form, undergo a stereoselective intramolecular coupling under the effect of a Cp2ZrCl2/2n-BuLi reagent. The influence of the carbamate structure on the ster

Indium-mediated asymmetric barbier-type allylation of aldimines in alcoholic solvents: Synthesis of optically active homoallylic amines

(Chemical Equation Presented) Chiral aldimines derived from phenylglycinol were diastereoselectively allylated with indium powder/allyl bromide in alcoholic solvents. Both aliphatic and aromatic aldimines provided good yield of the desired products with h

Aluminum-controlled reactivity and diastereoselectivity toward radical reactions of optically active aldimines with metallic samarium

The intermolecular pinacol-type coupling reaction and allylation reaction of optically active imines bearing a β-hydroxy group were performed stereoselectively with metallic samarium after treatment of the imines with trimethylaluminum.