88691-30-9

Upstream product

• 64715-88-4 (S)-2-amino-1-methoxy-3-methylbutane 
• 100-52-7 benzaldehyde 
• 84983-97-1 N-benzylidene-L-valinol 
• 74-88-4 methyl iodide 
• 17431-03-7 L-valine ethyl ester 
• 2026-48-4 (S)-valinol 

Downstream Products

• 64715-88-4 (S)-2-amino-1-methoxy-3-methylbutane 
• 88691-34-3 (1R,1'S)-N-(1'-isopropyl-2'-methoxyethyl)-N-methyl-1-phenylpropylamine 
• 88691-33-2 (1S,1'S)-N-(1'-isopropyl-2'-methoxyethyl)-N-methyl-1-phenylpropylamine 
• 129156-92-9 N-benzyl-N-[(1S)-1-(methoxymethyl)-2-methylpropyl]amine 
• 228555-28-0 N,N'-bis-(1-methoxymethyl-2-methyl-propyl)-1,2-diphenyl-ethane-1,2-diamine 
• 263757-72-8 (4R,5R)-1,3-Bis-((S)-1-methoxymethyl-2-methyl-propyl)-4,5-diphenyl-imidazolidine 
• 4383-23-7 (S)-1-phenylbut-3-en-1-amine 
• 154228-41-8 (2S)-3-methyl-2-((1S)-1-phenylbut-3-enylamino)butan-1-ol 
• 85021-31-4 ((S)-1-Methoxymethyl-2-methyl-propyl)-[1-methyl-2-methylsulfanylmethyl-2-phenyl-but-(E)-ylidene]-amine 
• 85021-41-6 N-((S)-1-methoxy-3-methyl-2-butyl)-2-phenylbutyramide 
• 85021-36-9 ((S)-1-Methoxymethyl-2-methyl-propyl)-(2-phenyl-but-1-enylidene)-amine 
• 88691-31-0 (S)-1-(methoxymethyl)-2-methyl-N-((S)-1-phenylpropyl)propylamine 
• 88691-32-1 (S)-1-(methoxymethyl)-2-methyl-N-((R)-1-phenylpropyl)propylamine 
• 213690-54-1 (S)-N-((S)-1-(methoxymethyl)-2-methylpropyl)-1-phenyl-3-butenylamine 

Relevant academic research and scientific papers

Enantioselective addition of diethylzinc to aldehydes with novel chiral C2-symmetric dimeric ligands

Novel (S)-valinol-based chiral C2-2,2'-ethylenediiminodiethanol derivatives 4a and 4b have been synthesized and used as chiral catalysts in the enantioselective addition of diethylzinc to aldehydes. (R)-1- Phenylpropanol has been obtained in up

Factors influencing the stereoselectivity in the cycloaddition of imino-dienophiles derived from amino ethers, amino alcohols, and amino acid esters

Imino dienophiles derived from amino ethers, amino alcohols and amino esters undergo Lewis acid promoted cycloaddition with Danishefsky's diene. Cyclic chelation between the imine and oxygen atom increases the stereoselectivity of the reaction.

Asymmetric Induction Reactions. I. Asymmetric Sigmatropic Rearrangements of Sulfur Ylides Derived from Chiral Ketenimines and Trimethylsulfonium Ylide

The asymmetric (2,3) sigmatropic rearrangements of 2-alkylamino-3-phenyl-2-pentenyl-methylsulfonium methylides were accomplished by the reaction of ethylphenylketenimines 3 having a chiral carbon next to the nitrogen atom with trimethylsulfonium ylide, and acidic hydrolysis of the imines 4 thus obtained led to optically active 3-methylthiomethyl-3-phenyl-2-pentanone (5).The reaction of ethylphenylketene (-)-menthylimine (3g) with trimethylsulfonium ylide at -78 deg C resulted in the highest optical yield of (R)-(-)-5 in the above sequence.Keywords--asymmetric induction; (2,3) sigmatropic rearrangement; chiral ketenimine; sulfur ylide; trimethylsulfonium ylide

Asymmetric Reaction of Chiral Azomethines with Organometallic Reagents

Reaction of (E)-(S)-N-(1-isopropyl-2-methoxyethyl)benzylideneamine (2) with ethylmagnesium bromide gave a mixture of (1S,1'S)- and (1R,1'S)-N-(1'-isopropyl-2'-methoxyethyl)-1-phenylpropylamines (3) (91:9 percent). (E)-(S)-N-(1-Isopropyl-2-methoxyethyl)propylideneamine (5) was treated with phenyllithium to give (1R,1'S)- and (1S,1'S)-3 (95:5 percent).On the other hand, reaction of (E)-(S)-N-(2-hydroxy-1-isopropylethyl)benzylideneamine (6) with ethylmagnesium bromide yielded a mixture of (1S,1'S)- and (1R,1'S)-N-(2'-hydroxy-1'-isopropylethyl)-1-phenylpropylamines (7) (78:22 percent).The absolute configurations of these amines were determined by circular dichroism (CD) spectroscopy and comparison with authentic samples synthesized by alternative methods.Keyword -- absolute configuration; asymmetric reaction; chiral amine; chiral azomethine; Grignard reaction; N-methylation; (S)-N-methylvalinol; O-methylation; phenyllithium; phenylpropylamine