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 th...

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Veröffentlicht in:	Journal of organic chemistry 2005-02, Vol.70 (3), p.1081-1083
Hauptverfasser:	Jiang, Zhi-Yong, Chan, W. H, Lee, A. W. M
Format:	Artikel
Sprache:	eng
Schlagworte:	Chemistry Exact sciences and technology Noncondensed benzenic compounds Organic chemistry Preparations and properties
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description	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.
doi_str_mv	10.1021/jo048597e
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H ; Lee, A. W. M</creator><creatorcontrib>Jiang, Zhi-Yong ; Chan, W. H ; Lee, A. W. M</creatorcontrib><description>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. 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subjects	Chemistry Exact sciences and technology Noncondensed benzenic compounds Organic chemistry Preparations and properties
title	Synthesis of Enantiopure Sulfinimines (Thiooxime S-Oxides) Catalyzed by Yb(OTf)3 from p-Toluenesulfinamide and Aldehydes in Mild Reaction Conditions
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