The Journal of Organic Chemistry

New Application of the Pummerer Reaction of Imidosulfoxides for the Generation of Mesoionic Dipoles

JT Kuethe, A Padwa

Index: Kuethe, Jeffrey T.; Padwa, Albert Journal of Organic Chemistry, 1997 , vol. 62, # 4 p. 774 - 775

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Citation Number: 17

Abstract

R-Acyl thionium ions generated from R-acyl sulfoxides under Pummerer conditions are powerful electrophiles, reacting efficiently with a variety of nucleophilic species. 1-3 Bimolecular addition of these types of cations to carboncarbon double bonds is well known. 3 In the realm of natural product synthesis, most success has been achieved using intramolecular Friedel-Crafts cyclization of the Pummerer thionium ion intermediate. 4-12 ...

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