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The Michael Addition of Enamines to Propenamidines. A Convenient Synthesis of 2-3-AmidinoethylcycloAlkanones by Amidinoethylation Reaction

par Fuks, Robert ;Van Den Bril, Marc
Référence Synthetic communications, 19, 9-10, page (1681-1696)
Publication Publié, 1989

Article révisé par les pairs

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Résumé :

A variety of propenamidines 3 have been reacted with enamines of cyclopentanone and cyclohexanone giving after hydrolysis of the Stork enamine 6 2-8-amidinoethylcyclopentanones 8 and -hexanones -. This reaction illustrates the electrophilic character of the C=C double bond due to the conjugated amidine function, thus providing with propenamidines 3 a new class of Michael acceptors for enamines. © 1989, Taylor & Francis Group, LLC. All rights reserved.