Direct, regiospecific 2-lithiation of pyridines and pyridine 1-oxides with in situ electrophilic trapping

SL Taylor, DY Lee, JC Martin

Index: Taylor, Stephen L.; Lee, David Y.; Martin, J. C. Journal of Organic Chemistry, 1983 , vol. 48, # 22 p. 4156 - 4158

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Citation Number: 55

Abstract

V pears at 4.68 ppm and the methyl triplet at 1.42 ppm. The quartet for the methylene group in uncomplexed ethanol, at 3.68 ppm, is not seen. Two singlets, at 2.03 and 2.10 ppm, correspond to the acetate attached to iodine and acetic acid, respectively. Periodinane 4 gives acetaldehyde and 3 over a period of 1.5 h at 25 OC. If 1 equiv of tert-butyl alcohol is added to a solution of 2 in chloroform-d, a compound whose'H NMR is consistent with ...