Stereoselective synthesis of stable isotope-labeled L-α-amino acids: Electrophilic amination of oppolzer's acyl sultams in the synthesis of L-[15N]alanine, L-[15N]valine, L-[15N]leucine, L-[15N]phenylalanine and

Article abstract of DOI:10.1002/(SICI)1099-1344(199603)38:3<239::AID-JLCR831>3.0.CO;2-E

Using 1-chloro-1-[¹⁵N]nitrosocyclohexane, we have prepared five L-[α-¹⁵N]amino acids. The stereoselective electophillic hydroxyamination of (S)-acylbornane-10,2-sultams, followed by Zn(o)/H⁺ reduction, and alkaline cleavag