Synthesis of 2-alkylidenepyrrolidines and pyrroles by condensation of 1, 3-dicarbonyl dianions with α-azidoketones and subsequent intramolecular Staudinger-aza- …

I Freifeld, H Shojaei, P Langer

Index: Freifeld, Ilia; Shojaei, Heydar; Langer, Peter Journal of Organic Chemistry, 2006 , vol. 71, # 13 p. 4965 - 4968

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Citation Number: 38

Abstract

Recently, we reported the synthesis of functionalized 2-alkylidenepyrrolidines and pyrroles by the reaction of 1,3-bis-silyl enol ethers with 2-azido-1,1-dimethoxyethane and subsequent Staudinger−aza-Wittig reaction. 11 Pyrroles have been prepared also by intermolecular Staudinger−aza-Wittig reactions of 1,3-dicarbonyl compounds with 2-azido-1,1-diethoxyethane and subsequent acid-mediated cyclization. 12 However, the preparative scope of these ...