127180-95-4

Upstream product

• 20989-17-7 Phenylglycinol 
• 2835-06-5 phenylglycin 
• 127104-39-6 N-α-methyl benzyl-O-benzoyl hydroxylamine hydrochloride 
• 6097-58-1 ethyl 2-phenyl-2-aminoacetate 
• 2912-98-3 N-(1-phenyl-ethyl)-hydroxylamine 
• 127104-27-2 N-ethylidene-1-phenylethanamine N-oxide 
• 75-16-1 methylmagnesium bromide 
• 84388-95-4 N-benzylidene-1-phenylethanamine N-oxide 
• 100-42-5 styrene 

Downstream Products

• 10024-74-5 (R*,R*)-N-(1'-phenylethyl)-1-phenylethylamine 
• 127104-51-2 (R*,R*)-diethyl N,N-bis(1-phenylethyl)amino phosphate 
• 21003-57-6 (R,S)-bis(1-phenylethyl)amine 
• 127104-52-3 (R*,S*)-diethyl N,N-bis(1-phenylethyl)amino phosphate 

Relevant academic research and scientific papers

Intermolecular cope-type hydroamination of alkenes and alkynes

(Chemical Equation Presented) Keep it simple! Intermolecular hydroamination can be achieved simply upon heating alkynes and alkenes with aqueous hydroxylamine. Alkynes react to afford oximes in good to excellent yields, and the formation of Markovnikov products is favored. A mechanism involving Cope-type hydroamination followed by bimolecular proton transfer is suggested and supported by DFT studies.

Diastereoselectivity of Organometallic Additions to Nitrones Bearing Sterogenic N-Substituents

The diastereoselectivity of organometallic additions to nitrones bearing stereogenic α-arylethyl, β-methoxyalkyl, and β-(silyloxy)alkyl substituents on nitrogen has been investigated.High and complementary diastereoselectivity (90-94percent) was observed in the additions of Grignard reagents to nitrones (e.g. 22 and 23) bearing the potentially chelating β-methoxyalkyl group.However, the opposite selectivity resulted from the reaction of methylmagnesium bromide with the corresponding silyl ether (27).The relative stereochemistry of selected hydroxylamine adducts wasestablished by reduction of their phosphate and carbonate derivatives to known amines (37a,b and 39), by periodate cleavage of a β-hydroxy hydroxylamine (41b), and by various correlations (Scheme II).The high facial diastereoselectivity observed with the N-(β-methoxyalkyl)nitrones is explained by a simple chelation model (Scheme III).