133643-23-9

Upstream product

• 917-64-6 methyl magnesium iodide 
• 133643-21-7 N'-[1-((4S,5S)-1,3-Dimethyl-4,5-diphenyl-imidazolidin-2-yl)-meth-(E)-ylidene]-N,N-dimethyl-hydrazine 
• 22751-68-4 (S,S)-N,N'-dimethyl-1,2-diphenylethane-1,2-diamine 
• 133643-21-7 (4S,5S)-2--1,3-dimethyl-4,5-diphenylimidazolidine 
• 139121-02-1 C₃H₉Ce 
• 75-16-1 methylmagnesium bromide 
• 917-54-4 methyllithium 
• 676-58-4 methylmagnesium chloride 

Downstream Products

• 171560-05-7 (4S,5S)-2-<(S)-1-aminoethyl>-1,3-dimethyl-4,5-diphenylimidazolidine 
• 133643-32-0 (4S,5S)-2-<(S)-1-(1,2-dimethylethoxycarbonylamino)ethyl>-1,3-dimethyl-4,5-diphenylimidazolidine 

Relevant academic research and scientific papers

Chiral aminal templates: Diastereoselective addition to hydrazones; an asymmetric synthesis of α-amino aldehydes

The monohydrazone of glyoxal may be derivatized into a chiral aminal with diamine 7. The resulting chiral reagent 13 reacts with complete diastereocontrol with organolithium reagents in THF. This sterically controlled reaction may be altered to chelation

Reactivity and Diastereoselectivity of Grignard Reagents towards the Hydrazone Functionality in Toluene Solvent

Grignard reagents, in toluene solvent, display a strongly increased reactivity toward the hydrazone functionality.With the chiral synthon 1, a highly diastereoselective addition occurs, through chelation control, whereas with pyrazolines 4 and 9 only the d,l diastereomer is formed, leading to a very short synthesis of 1,3-diphenyl-1,3-diaminopropane (11).

CHIRAL AMINAL TEMPLATES 6. DIASTEREOSELECTIVITY OF HYDRAZONE ALKYLATION. ASYMMETRIC SYNTHESIS OF α-AMINOALDEHYDES

Glyoxal is efficiently transformed into the chiral aminals bearing the hydrazone functionality 2a and 2b.These compounds react under complete diastereocontrol with various organolithium reagents, affording chiral hydrazines 3-9.Reduction with Raney nickel