Generation and Reaction of Ammonium Ylides in Basic Two??Phase Systems

A Kowalkowska, D Suchołbiak…

Index: Kowalkowska, Anna; Sucholbiak, Dorota; Jonczyk, Andrzej European Journal of Organic Chemistry, 2005 , # 5 p. 925 - 933

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Citation Number: 27

Abstract

Abstract Reaction of the quaternary ammonium salts 2a–i with electrophilic alkenes 3, active alkylating agents 7 or aromatic aldehydes 11, carried out in basic two-phase systems A–D, afforded cyclopropanes 4, cyanoalkenes 8 or cyanooxiranes 12 respectively, via the corresponding ammonium ylides 2+–. The method is very simple, and gives cyclopropanes 4 and cyanoalkenes 8 in high yield. Under similar conditions, 1-cyanodienes 8aa, ba were ...