Diastereoselective solid-phase radical addition to oxime ether anchored to polymer support.
Stereocontrol in radical reactions of oxime ether anchored to polymer support was studied. Highly diastereoselective solid-phase radical reaction was achieved by using triethylborane and diethylzinc as a radical initiator at low reaction temperature, providing a novel method for the synthesis of the alpha-amino acid derivatives with excellent diastereoselectivities.
Miyabe
Hideto
H
Kobe Pharmaceutical University, Motoyamakita, Japan.
Konishi
Chihiro
C
Naito
Takeaki
T
D000596:Amino Acids / Q000138:chemical synthesis / Q000737:chemistry; D001880:Boranes; D002855:Chromatography, Thin Layer; D004987:Ethers / Q000737:chemistry; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D009942:Organometallic Compounds / Q000737:chemistry; D010091:Oximes / Q000737:chemistry*; D011108:Polymers; D017550:Spectroscopy, Fourier Transform Infrared; D013237:Stereoisomerism; D013696:Temperature
D000596:Amino Acids; D001880:Boranes; D004987:Ethers; D007202:Indicators and Reagents; D009942:Organometallic Compounds; D010091:Oximes; D011108:Polymers; C454811:diethylzinc; C079756:triethylborane