Tetrahedron letters

Synthesis of primary amines via nucleophilic addition of organometallic reagents to aldimines on solid support

AR Katritzky, L Xie, G Zhang, M Griffith, K Watson…

Index: Katritzky, Alan R.; Xie, Linghong; Zhang, Guifen; Griffith, Michael; Watson, Karen; Kiely, John S. Tetrahedron Letters, 1997 , vol. 38, # 40 p. 7011 - 7014

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Citation Number: 44

Abstract

Resin-immobilized aldimines 5, derived from the condensation of amine-functionalized Rink polystyrene resin with aldehydes, react with Grignard reagents, lithium reagents or LiBH4 to afford a wide variety of primary amines in good to excellent yields upon trifluoroacetic acid cleavage. In this amine synthesis, Rink resin functions both as a solid support and as a NH protecting group.

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