159249-03-3

Upstream product

• 22946-43-6 (E)-methyl-2-methyl-3-phenylacrylate 
• 38235-77-7 (R)-N-benzyl-1-phenylethylamine 
• 103-26-4 Methyl cinnamate 
• 74-88-4 methyl iodide 
• 159173-92-9 methyl (3S,αR)-3-(N-benzyl-N-α-methylbenzylamino)-3-phenylpropanoate 

Downstream Products

• 872002-08-9 C₁₅H₂₁NO₃ 
• 151214-59-4 (3R,4S)-3-methyl-4-phenylazetidin-2-one 
• 151133-03-8 3-amino-2-methyl-3-phenyl-propionic acid methyl ester 

Relevant academic research and scientific papers

Asymmetric Synthesis of anti-α-Alkyl-β-amino Acids

An investigation into the asymmetric induction accompanying alkylations of enolates derived from the highly diastereoselective conjugate addition of lithium (R)-N-benzyl-N-α-methylbenzylamide (R)-1 to crotonate and cinnamate esters has been performed.The

Asymmetric Synthesis of syn-α-Alkyl-β-amino Acids

An investigation into the reactivity of the highly stereoselective conjugate nucleophile lithium N-benzyl-N-α-methylbenzylamide 1 with α-alkyl-α,β-unsaturated esters has led to the development of a versatile asymmetric synthesis of syn-α-alkyl-β-amino acids.By performing the conjugate additions in toluene and diluting the reaction mixtures with THF prior to quenching of the reactions with the hindered acid, 2,6-di-tert-butylphenol 13, the product syn-α-alkyl-β-amino esters may be generated in good yield and with excellent stereocontrol.Several examples illustrate the ease with which these products may be debenzylated and hydrolysed to afford homochiral syn-α-alkyl-β-amino acids.