Novel intermolecular carbon radical addition to a nitrone: asymmetric synthesis of alpha-amino acids.
A nitrone was used as a synthetically useful radical acceptor in carbon-carbon bond-forming radical reactions; the intermolecular addition of alkyl radicals to chiral glyoxylic nitrone was studied; a high degree of stereocontrol in radical addition to glyoxylic nitrone was achieved to provide a new method for asymmetric synthesis of alpha-amino acids.
Ueda
Masafumi
M
Kobe Pharmaceutical University, Motoyamakita, Higashinada, Kobe 658-8558, Japan.
Miyabe
Hideto
H
Teramachi
Masako
M
Miyata
Okiko
O
Naito
Takeaki
T
D000478:Alkylation; D000596:Amino Acids / Q000138:chemical synthesis*; D005609:Free Radicals / Q000737:chemistry; D009589:Nitrogen Oxides / Q000737:chemistry*; D013237:Stereoisomerism
D000596:Amino Acids; D005609:Free Radicals; D009589:Nitrogen Oxides; C015388:nitrones