4-Endo-T rig Cyclization Processes Using Bis (collidine) bromine (I) Hexafluorophosphate as Reagent: Preparation of 2-Oxetanones, 2-Azetidinones, and Oxetanes

F Homsi, G Rousseau

Index: Homsi, Fadi; Rousseau, Gerard Journal of Organic Chemistry, 1999 , vol. 64, # 1 p. 81 - 85

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Citation Number: 65

Abstract

Reaction in methylene chloride of bis (collidine) bromine (I) hexafluorophosphate with α, β- unsaturated acids and α, β-unsaturated N-sulfonamides was found to lead diastereospecifically to the corresponding 2-oxetanones and 2-azetidinones in moderate yields (23-60%), by an almost unknown 4-endo cyclization. This process allow the synthesis of these interesting classes of products in one step from common substrates. Similarly, the ...