65616-29-7

Upstream product

• 79-31-2 isobutyric Acid 
• 932-90-1 Benzaldoxime 
• 105623-17-4 (Z)-N-(2-methylpropylidene)benzylamine N-oxide 
• 78-84-2 isobutyraldehyde 
• 100-46-9 benzylamine 

Relevant academic research and scientific papers

Solid-phase synthesis of hydroxypiperazine derivatives using phenethylamine linker by oxidation-Cope elimination

A general method is reported for the parallel solid-phase synthesis of hydroxypiperazine derivatives based on the oxidation-Cope elimination of polymer-bound phenethylamine linker with m-CPBA. The key intermediate of phenethylamine N-oxide resins was separable on solid-phase for subsequent β-elimination, from which the desired hydroxypiperazine products could be obtained in high purities and yields without any significant contamination at 90°C for 2 h. The utility of the methodology for solid-phase synthesis of general hydroxylamines was also investigated using the same linker. The progress of reactions could be monitored on polymer bound intermediates by ATR-FTIR spectroscopy on single bead. The desired products were obtained in good six-step overall yields upon cleavage from the resins and were characterized by LC/MS, 1H NMR, and 13C NMR spectroscopy.

SmI2-induced umpolung of the C=N bond: First reductive conjugate addition of nitrones to α,β-unsaturated esters

Enantioselective approach to γ-amino acid derivatives: Umpolung of the C=N bond of nitrones by reduction with SmI2, generates a species that adds smoothly to α,β-unsaturated esters. The corresponding γ-N-hydroxyamino esters are obtained with excellent stereoselection (see scheme).