Canadian Journal of Chemistry

Photochemistry of 2-azido-2-alkyl-3-oxobutanoic esters and amides

OE Edwards, W Rank

Index: Edwards, Oliver E.; Rank, Werner Canadian Journal of Chemistry, 1990 , vol. 68, # 9 p. 1425 - 1436

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Citation Number: 4

Abstract

Photolysis of 2-alkyl-2-azido-3-oxobutanoic esters and amides gave products resulting from alkyl or acyl migration onto nitrogen. The resulting ketimimes could be isolated in moderate purity, but the N-acyl imines were rapidly converted into solvation products or enamides (N- acetyl dehydroamino acid esters) resulting from double bond migration. Mechanisms for formation of these products are discussed. The N-(2-azido-2-methyl-3-oxobutanoyl) ...