Journal of the American Chemical Society

Reactions of nucleophiles with α-halo ketones

GA Russell, F Ros

Index: Russell, Glen A.; Ros, Francisco Journal of the American Chemical Society, 1982 , vol. 104, # 25 p. 7349 - 7351

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Citation Number: 14

Abstract

2-.+ 1-2+ 1-. nucleophilic attack by the carbon atom of Me2C= N02-at the carbonyl carbon of 1 followed by SNi displacement of halogen by the carbonyl oxygen atom. The a-hydroxy ketones (4) may arise by 0-attack of Me2C= N02-at either the a or carbonyl carbon atoms of 1 to form nitronic esters, which decomposed during the reaction or upon workup.'