5878-98-8

Upstream product

• 100-46-9 benzylamine 
• 579-07-7 1-Phenylpropane-1,2-dione 
• 90-63-1 (RS)-1-hydroxy-1-phenylpropan-2-one 
• 698351-56-3 benzyl-(2-hydroxy-1-methyl-2-phenyl-ethyl)-carbamic acid tert-butyl ester 
• 698352-11-3 2-(N-benzyl-N-tert-butoxycarbonylamino)-1-phenyl-1-propanone 
• 1798-60-3 (R)-1-hydroxy-1-phenyl-2-propanone 
• 2114-00-3 2-bromo-1-phenyl-1-propanone 
• 25438-37-3 phenyl(trimethylsiloxy)acetonitrile 
• 532-28-5 (RS)-mandelonitrile 
• 100-52-7 benzaldehyde 
• 52597-17-8 2-(N-benzylamino)-1-phenyl-1-propanone 
• 64-17-5 ethanol 
• 67-56-1 methanol 
• 70735-98-7 (+/-)-4r-methyl-2ξ,5t-diphenyl-oxazolidine 

Downstream Products

• 117693-80-8 (+/-)-3-benzyl-4r-methyl-2ξ,5t-diphenyl-oxazolidine 

Relevant academic research and scientific papers

Diastereoselective reduction of α-aminoketones: Synthesis of anti- and syn-β-aminoalcohols

Reduction of N-t-BOC-protected-N-alkyl α-aminoketones with LiEt 3BH or Li(S-Bu)3BH furnishes protected syn-β-aminoalcohols with high selectivities. In contrast, removal of the BOC group followed by reduction of the aminoketone gives anti-β- aminoalcohols with variable selectivities. With aromatic ketones, selectivities are typically high while aliphatic ketones show mediocre to high selectivities depending on steric considerations.

Diastereoselectivity in the reduction of α-oxy- and α-amino-substituted acyclic ketones by polymethylhydrosiloxane

Diastereoselectivity in the reduction of α-alkoxy-, α-acyloxy-, and α-alkylamino-substituted ketones with polymethylhydrosiloxane (PMHS) in the presence of fluoride ion catalysis was investigated. High syn-selectivity was observed in the reduction of α-alkoxy, α-acyloxy, and α-dialkylamino ketones. Reduction of α-monoalkylamino ketone proceeded in anti-selective manner with moderate selectivity. The observed selectivity is explained based on Felkin-Anh and Cram-chelate models.

Stereoselectrive Syntheses of Ephedrine and Related 2-Aminoalcohols of High Optical Purity from Protected Cyanohydrins

Ephedrine and related optically active β-aminoalcohols can be prepared by zinc borohydride reduction of aryl O-protected magnesium imines and aryl α-hydroxyimimes which in turn are readily available from optically active cyanohydrins.

Applications of Optically Active Aryl Cyanohydrins in the Synthesis of α-Hydroxy Aldehydes, α-Hydroxy Ketones and β-Hydroxy Amines

Cyanohydrins, prepared in high optical purity from aryl aldehydes, have been converted into α-hydroxy aldehydes, α-hydroxy ketones and β-hydroxy amines without any racemization and frequently with good stereoselectivity for the erythro-diastereoisomer (>90percent) at the newly introduced stereogenic centre.