Synthesis of a fluorous ligand and its application for asymmetric addition of dimethylzinc to aldehydes.
A new fluorous ligand was synthesized from the acetonide of dimethyl tartarate, which showed excellent asymmetric induction on the addition of dimethylzinc to aldehydes. This ligand will be useful for synthesis of bioactive compounds with a methyl carbinol moiety. It could be recycled without using a fluorous solvent or a fluorous column.
Sokeirik
Yasser S
YS
Faculty of Pharmaceutical Sciences, Setsunan University, Hirakata, Japan.
Mori
Hiroyuki
H
Omote
Masaaki
M
Sato
Kazuyuki
K
Tarui
Atsushi
A
Kumadaki
Itsumaro
I
Ando
Akira
A
D000447:Aldehydes / Q000138:chemical synthesis* / Q000737:chemistry; D002851:Chromatography, High Pressure Liquid; D004148:Dioxolanes / Q000737:chemistry; D017611:Fluorine Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D008024:Ligands; D000432:Methanol / Q000031:analogs & derivatives / Q000737:chemistry; D008745:Methylation; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D013237:Stereoisomerism
D000447:Aldehydes; D004148:Dioxolanes; D017611:Fluorine Compounds; D008024:Ligands; D009942:Organometallic Compounds; C516101:alpha,alpha,alpha',alpha'-tetraaryl-1,3-dioxolane-4,5-dimethanol; C511262:dimethylzinc; D000432:Methanol