Synthesis of enantiopure sulfinimines (thiooxime S-oxides) catalyzed by Yb(OTf)(3) from p-toluenesulfinamide and aldehydes in mild reaction conditions.
Enantiomerically pure sulfinimines as important building blocks in the asymmetric synthesis of amine derivatives are prepared in good to excellent yields from chiral p-toluenesulfinamide with aromatic, heteroaromatic, and aliphatic aldehydes. The unprecedented feature of the reported procedure is that the formation of the sulfinimines was achieved by the catalytic action of Yb(OTf)(3) in THF at room temperature. The reaction conditions were also applicable to Ellman's sulfinimines.
Jiang
Zhi-Yong
ZY
Department of Chemistry and Central Laboratory of the Institute of Molecular Technology for Drug Discovery and Synthesis, Hong Kong Baptist University, Hong Kong, China.
Chan
W H
WH
Lee
A W M
AW