67069-59-4

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 299-42-3 ephedrine 
• 999-97-3 1,1,1,3,3,3-hexamethyl-disilazane 
• 18156-74-6 1-(Trimethylsilyl)imidazole 

Downstream Products

• 497937-77-6 N-trifluoroacetyl-O-trimethylsilylephedrine 
• 497937-79-8 N-trifluoromethanesulfinyl-O-trimethylsilylephedrine 
• 111410-90-3 C₁₀H₁₃FNO₃S^(1-) 
• 111433-87-5 C,C,C-Trifluoro-N-((1S,2R)-2-hydroxy-1-methyl-2-phenyl-ethyl)-N-methyl-methanesulfonamide 
• 1121962-54-6 bis-1,3-[(2R)hydroxy-(1S)-methyl-2-phenylethyl]-1,3-dimethylurea 
• 61739-41-1 (2R,4S,5R)-2-Chloro-3,4-dimethyl-5-phenyl-1,3,2-oxazaphospholidine 
• 1206189-82-3 C₁₃H₂₂Cl₂NOPSi 

Relevant academic research and scientific papers

Synthesis of novel chiral (thio)ureas and their application as organocatalysts and ligands in asymmetric synthesis

The synthesis of novel chiral (thio)ureas 1 - 10 and 14 - 26 is described. These (thio)ureas incorporate chiral auxiliaries derived from (R)- or (S)-α-phenylethylamine, (R)-phenylglycine, or (1R,2S)-ephedrine. The phenylethyl group in compounds 1 - 10 and

Towards enantioselective nucleophilic trifluoromethylation

Various trifluoroacetamides and trifluoromethanesulfinamides, derived from chiral silylated amino alcohols, have been synthesized with the goal of achieving enantioselective nucleophilic trifluoromethylation. The best results were obtained with (R)-phenylglycinol derivatives, but the ee values did not exceed 30%.

Trifluoromethanesulfinamide from ephedrine: A more efficient trifluoromethylating reagent

Nucleophilic trifluoromethylation of non-enolizable and enolizable carbonyl compounds was achieved with the trifluoromethanesulfinamide derived from O-silylated ephedrine. In contrast to the trifluoroacetamide analog, previously described, this reagent is able to trifluoromethylate more acidic enolizable compounds.

Trifluoroacetamides from amino alcohols as nucleophilic trifluoromethylating reagents

Both non-enolizable and enolizable carbonyl compounds underwent nucleophilic trifluoromethylation by a new family of cheap and efficient trifluoroacetamide reagents derived from vic-amino alcohols (see picture). From an ecological and an economic viewpoint these represent a promising alternative to other known trifluoromethylation reagents.