Synthesis of gamma-amino acid analogues from natural alpha-amino acids by a radical pathway.
New gamma-amino esters and amides were prepared by a radical 1,4-addition of carbon radicals to acrylic derivatives. Alpha-amino acids derivatives holding chiral auxiliaries as radical precursors and different chiral olefins were used and chiral induction on the C-gamma center was discussed.
Corvo
M C
MC
REQUIMTE/CQFB, Departamento de Quimica, Faculdade de Ciencias e Tecnologia, Universidade Nova de Lisboa, Caparica, Portugal.
Pereira
M M A
MM
D000577:Amides / Q000737:chemistry; D000596:Amino Acids / Q000138:chemical synthesis* / Q000737:chemistry* / Q000378:metabolism; D004952:Esters / Q000737:chemistry; D005609:Free Radicals; D006868:Hydrolysis; D009682:Magnetic Resonance Spectroscopy; D008956:Models, Chemical; D020033:Protein Isoforms; D017550:Spectroscopy, Fourier Transform Infrared; D013237:Stereoisomerism; D013696:Temperature
D000577:Amides; D000596:Amino Acids; D004952:Esters; D005609:Free Radicals; D020033:Protein Isoforms