Tetrahedron letters

Versatile solid-phase synthesis of secondary amines from alcohols. Development of an N-Boc-(o-nitrobenzene) sulfonamide linker

MS Congreve, C Kay, JJ Scicinski, SV Ley, G Williams…

Index: Congreve, Miles S.; Kay, Corinne; Scicinski, Jan J.; Ley, Steven V.; Williams, Geoffrey; Murray, Peter J.; McKeown, Stephen C.; Watson, Stephen P. Tetrahedron Letters, 2003 , vol. 44, # 21 p. 4153 - 4156

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Citation Number: 12

Abstract

The development of a versatile amine releasing linker based on the modified o- nitrobenzene sulfonamide protective group is described. This new N-Boc-o- nitrobenzenesulfonamide (Boc-ONBS) linker enables the elaboration on resin of primary and secondary amines by sequential substitution of the sulfonamide moiety using the Mitsunobu reaction. A 16-member array of secondary and Boc protected primary amines ...