作者: Eusebio Juaristi , Jaime Escalante
DOI: 10.1021/JO00060A051
关键词: Methyl iodide 、 Amino acid 、 Alkylation 、 Benzyl bromide 、 Asymmetric induction 、 Schiff base 、 Enantioselective synthesis 、 Diastereomer 、 Stereochemistry 、 Chemistry
摘要: The title perhydropyrimidin-4-one (S)-4 was prepared from (S)-3-aminobutanoic acid via the Schiff base (S)-8. This heterocycle alkylated (LDA, methyl iodide, or benzyl bromide) to afford like and unlike diastereomeric products in a 80:20 ratio. Separation hydrolysis (6 N aqueous HCl) of these 5,6-dialkylperhydropyrimidin-4-ones leads free, enantiomerically pure, amino acids 11-14