405146-35-2

Upstream product

• 53439-91-1 (S)-phenylacetylcarbinol 
• 405146-15-8 (1R)-2-(aminooxy)-1-phenylethanol 
• 20698-91-3 (R)-methyl mandelate 
• 405146-13-6 2-[2-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-ethoxy]-isoindole-1,3-dione 
• 405146-12-5 2-((R)-2-Hydroxy-2-phenyl-ethoxy)-isoindole-1,3-dione 
• 109428-31-1 (R)-(-)-2-phenyl-2-(tetrahydropyranyloxy)ethanol 
• 133867-57-9 (R)-Phenyl-[(tetrahydro-pyran-2-yloxy)]-acetic acid methyl ester 

Downstream Products

• 405146-52-3 (1S,2R)-2-((R)-2-Hydroxy-2-phenyl-ethoxyamino)-1-phenyl-propan-1-ol 

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.