Asymmetric Syntheses of 1-Aryl-2,2,2-trifluoroethylamines via Diastereoselective 1,2-Addition of Arylmetals to 2-Methyl-N-(2,2,2-trifluoroethylidene)propane-2-sulfinamide

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• 作者：Vouy Linh Truong ; Madelaine S. Mé ; nard ; Isabelle Dion
• 刊名：Organic Letters
• 出版年：2007
• 出版时间：February 15, 2007
• 年：2007
• 卷：9
• 期：4
• 页码：683 - 685
• 全文大小：59K
• 年卷期：v.9,no.4(February 15, 2007)
• ISSN：1523-7052

文摘

LE>qn00002>lef7/9/i04/figures/ol063001qn00002.gif" ALIGN="left" HSPACE=5>Condensation of N-tert-butanesulfinamide (S)-1 with trifluoroacetaldehyde hydrate 2a afforded 2-methyl-N-(2,2,2-trifluoroethylidene)propane-2-sulfinamide 3. Without isolation and purification, imine 3 was added to various aryllithium reagents to give highly diastereomerically enrichedadducts 5a-g. Acidic methanolysis of 5a-g provided the desired 1-aryl-2,2,2-trifluoroethylamine hydrochloride compounds 6a-g.