Tetrahedron

The interplay of steric and electronic factors affecting geometrical isomerism of diaryl ketimine derivatives

PAS Smith, EP Antoniades

文献索引：Smith,P.A.S.; Antoniades,E.P. Tetrahedron, 1960 , vol. 9, p. 210 - 229

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被引用次数: 43

摘要

The evidence bearing on the mechanism of the Schmidt reaction with ketones is critically reexamined. It is shown that dehydration of an initially formed azidohydrin (I) to a ketiminodiazonium ion (II), which may or may not equilibrate between its geometrically isomeric forms (IIa or b), can account for the various reported ratios of isomeric amides produced from unsymmetrical ketones. The previously anomalous behavior of ortho- ...