405149-79-3

Upstream product

• 155486-11-6 (S)-Phenyl-[(tetrahydro-pyran-2-yloxy)]-acetic acid methyl ester 
• 94199-20-9 (S)-(+)-2-phenyl-2-(tetrahydropyranyloxy)ethanol 
• 21210-43-5 (S)-Methyl mandelate 

Downstream Products

• 405146-14-7 2-[2-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-ethoxy]-isoindole-1,3-dione 
• 405146-31-8 1-phenyl-pentan-2-one O-(2-hydroxy-2-phenyl-ethyl)-oxime 
• 405146-21-6 4-methyl-pentan-2-one O-(2-hydroxy-2-phenyl-ethyl)-oxime 
• 405146-47-6 (S)-1-Phenyl-2-[N-((R)-1,2,2-trimethyl-propyl)aminooxy]-ethanol 
• 405146-54-5 (S)-1-Phenyl-2-[N-((S)-1,2,2-trimethyl-propyl)aminooxy]-ethanol 
• 405146-29-4 3,3-dimethyl-butan-2-one O-(2-hydroxy-2-phenyl-ethyl)-oxime 
• 405146-16-9 (S)-2-Aminooxy-1-phenyl-ethanol 

Relevant academic research and scientific papers

Zirconium cation coordination in the borohydride-mediated synthesis of β-hydroxy-N-alkoxylamines

Hydride reductions of oxime ethers to hydroxylamine derivatives are facilitated by the participation of neighboring hydroxyl groups. Precomplexation with zirconium cation in ether-methylene chloride solutions is effective for selective C=N bond reduction. The course for stereochemical control is dictated by Lewis acid coordination complexes of E- and Z-oximino ethers which lead to the preferred diastereofacial delivery of external hydride.