Regioselective addition of nucleophiles to 1-(phenoxycarbonyl)-3-trialkylstannylpyridinium salts

DL Comins, NB Mantlo

Index: Comins, Daniel L.; Mantlo, Nathan B. Tetrahedron Letters, 1987 , vol. 28, # 7 p. 759 - 762

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Citation Number: 26

Abstract

The reaction of 1-acylpyridinium salts with nucleophiles has proven to be a valuable method for the synthesis of substituted dihydropyridines and pyridines. 132 However, the nucleophilic addition is frequently not regiospecific, and a mixture of isomeric dihydropyridines results. A small substituent at the 3-position ot a 1-acylpyridinium salt can exert an" ortho"-directing effect, causing nucleophilic attack to occur mainly at the 4-and 2- ...