Racemization-free synthesis of S-alkylated cysteines via thiol-ene reaction.
Treatment of differently protected and unprotected cysteines with a variety of alkenes in the presence of a radical initiator (AIBN) afforded the corresponding S-alkylated cysteines in high yields and without racemization.
Triola
Gemma
G
Department of Chemical Biology, Max Planck Institute of Molecular Physiology, Otto Hahn Strasse 11, 44227 Dortmund, Germany.
Brunsveld
Luc
L
Waldmann
Herbert
H
D000478:Alkylation; D003545:Cysteine / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism; D013438:Sulfhydryl Compounds / Q000737:chemistry*
D013438:Sulfhydryl Compounds; D003545:Cysteine