Pyruvamides. 3. Involvement of the amide group in carbinolamine formation, gem-diamine formation, and transimination

W Lopatin, PR Young Jr, TC Owen

Index: Lopatin,W. et al. Journal of the American Chemical Society, 1979 , vol. 101, p. 960 - 969

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Citation Number: 9

Abstract

Conclusions Thus, in the attack of secondary amines on TNA, it is thought that the u complexes on the substitution pathway are formed in a very rapid equilibrium and are much longer lived than that from the primary amine discussed in the previous paper. However, the expected conversion to the substituted picramide product 4 does not occur. There is, instead, a reaction to produce the dimethoxy Meisenheimer complex 3. The difference ...