2975-91-9

Upstream product

• 197709-53-8 (E)-(S)-(-)-O-(1-phenylbutyl) pivaldehyde oxime 
• 108-24-7 acetic anhydride 
• 19068-35-0 (1R)-2,2-dimethyl-1-phenyl-prop-1-amine hydrochloride 
• 676268-31-8 (1R,1'S)-(-)-N-(1-phenylbutoxy)-2,2-dimethyl-1-phenylpropylamine 
• 591-51-5 phenyllithium 
• 3082-71-1 (R)-2,2-dimethyl-1-phenylpropan-1-amine 

Relevant academic research and scientific papers

Enantioselective hydrogenation of N-H imines

(Figure Presented) N-H ketoimines 3a-3v are readily prepared in high yield via organometallic addition to nitriles and isolated as corresponding bench-stable hydrochloride salts. Homogeneous asymmetric hydrogenation of unprotected N-H ketoimines 3a-3v usi

Asymmetric synthesis of N-protected amino acids by the addition of organolithium carboxyl synthons to ROPHy/SOPHy-derived aldoximes and ketoximes.

A new asymmetric synthesis of alpha-amino acids is described in which the key step is the highly diastereoselective addition of organolithium carboxyl synthons (2-furyllithium, phenyllithium, vinyllithium) to (R)- and (S)-O-(1-phenylbutyl) oximes to give hydroxylamines, with vinyllithium being the most satisfactory nucleophilic reagent. Subsequent reductive cleavage of the N-O bond in hydroxylamines, followed by N-protection, and oxidative cleavage of the carboxyl precursor gave a range of N-protected amino acids and esters. The method was exemplified by the synthesis of a range of derivatives of non-proteinogenic amino acids such as 4-bromophenylalanine, tert-leucine, norvaline, cyclohexyl- and aryl-glycines, 2-amino-8-oxodecanoic acid (Aoda) and alpha-methylvaline.