Synthesis and application of chiral triazine condensing reagents prepared from esters of amino acids.
Treatment of cyanuric chloride with chiral amines or esters of chiral amino acids gave chiral 2,4-dichloro-6-alkylamino-1,3,5-triazines (2-5) in 49-69% yield, which were found useful as coupling reagents. Enantioselective activation and enantioselective aminolysis in the presence of 2-5 was observed.
Kamiński
Z J
ZJ
Institute of Organic Chemistry, Technical University of Lódź, Poland. kaminsz@ck-sg.p.lodz.pl
Zajac
K J
KJ
Jastrzabek
K
K
D000596:Amino Acids / Q000737:chemistry*; D004952:Esters / Q000737:chemistry; D008956:Models, Chemical; D014227:Triazines / Q000138:chemical synthesis* / Q000737:chemistry*
D000596:Amino Acids; D004952:Esters; D014227:Triazines; C019309:cyanuric chloride