80225-97-4

Upstream product

• 147382-88-5 (1R*,2R*)-2,2'-(1,2-Diphenylethandiyldioxy)diethanol-bis(p-toluolsulfonat) 
• 147331-81-5 (1R*,2R*)-2,2'-(1,2-Diphenylethandiyldioxy)diethanol 
• 119-53-9 2-hydroxy-2-phenylacetophenone 
• 78502-17-7 E-α,β-(2-hydroxyethoxy-)-stilbene 
• 80158-28-7 (1R*,2S*)-2,2'-(1,2-Diphenylethandiyldioxy)diethanol 
• 80158-27-6 (+/-)-2,2'-(1,2-diphenyl-1,2-ethanedioxy)-diethanol 
• 579-43-1 (1S,2R)-1,2-diphenylethane-1,2-diol 
• 98769-48-3 meso-(1,2-diphenyl-1,2-ethanedioxy)-diacetic acid 
• 98769-47-2 (+/-)-(1,2-diphenyl-1,2-ethanedioxy)-diacetic acid 
• 134-81-6 benzil 
• 655-48-1 DL-1,2-diphenylethane-1,2-diol 

Relevant academic research and scientific papers

SYNTHESIS OF (-)-2S,3S,11S,12R-2,3,11,12-TETRAPHENYLCROWN-6

The synthesis of (-) 2S,3S,11S,12R-2,3,11,12-tetraphenyl-crown-6 from (-)-1S,2S-hydrobenzoin and meso-hydrobenzoin is described.Chemical shifts and vicinal coupling constants of the benzylic protons in the 2S,3S and 11S,12R substructures in the free ligands and in complexes with KSCN and 1-phenylethylammonium bromides and a brief discussion of the related conformational changes are also presented.A detailed procedure for the resolution of racemic hydrobenzoin is given.

Enantioselective Reductions of Aromatic Ketones with Ammonia-Borane Complexes of Chiral Tetraphenyl-18-crown-6 Derivatives

Enantioselective reductions of prochiral aromatic ketones with adducts formed between ammonia-borane and (2R,3R,11R,12R)- and (2S,3S,11S,12S)-tetraphenyl-1,4,7,10,13,16-hexaoxacyclo-octadecane, (RRRR)-(3) and (SSSS)-(3), have afforded the corresponding (S) and (R) aromatic secondary alcohols with enantiomeric excesses of 20-67percent.

Synthesis and Ligand Properties of the 2,3,11,12-Tetraphenylcrown-6 Diastereomers

The synthesis and the assignment of the complete set of diastereomers 2a-e of 2,3,11,12-tetraphenylcrown-6 are described.The trans-anti-trans isomer 2d is identified by chiral interaction of optically active 1-phenylethylammonium hydrobromides with the racemic crown ether shown by NMR spectroscopy.Complex association constants of the new crown ethers with sodium, potassium, and ammonium picrates are discussed in terms of the geometry of the diastereomers.