Synthesis of amino acid derivatives via enantio- and diastereoselective Pd-catalyzed allylic substitutions with a non-stabilized enolate as nucleophile.
Diastereomer ratios of up to 95:5 and enantiomeric excesses of up to 95% were achieved in Pd-catalyzed asymmetric alyllic substitutions with zinc enolates of glycine esters as nucleophiles; a remarkable effect of the ligand on the diastereoselectivity of the substitution was found.
Weiss
Thomas D
TD
Organisch-Chemisches Institut, Universität Heidelberg, Im Neuenheimer Feld 270, 69120, Heidelberg, Germany.
Helmchen
Günter
G
Kazmaier
Uli
U
D000478:Alkylation; D000498:Allyl Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D000596:Amino Acids / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D002849:Chromatography, Gas; D008968:Molecular Conformation; D010165:Palladium; D013237:Stereoisomerism
D000498:Allyl Compounds; D000596:Amino Acids; D010165:Palladium