Tetrahedron Letters

Enamines in solid-phase: synthesis and reactivity towards electrophiles

F Aznar, C Valdés, MP Cabal

Index: Aznar, Fernando; Valdes, Carlos; Cabal, Maria-Paz Tetrahedron Letters, 2000 , vol. 41, # 30 p. 5683 - 5687

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Citation Number: 12

Abstract

Enamines are synthesized in solid-phase by amination of terminal acetylenes with a secondary amine attached to Wang resin in a process catalyzed by mercury (II) acetate. The enamines obtained react with electrophiles such as isocyanates and nitroolefins to give rise to the expected addition products, which can be released from the resin by hydrolysis of the enamine under mild acidic conditions.