Tetrahedron

HERON rearrangement of N, N′-diacyl-N, N′-dialkoxyhydrazines—a theoretical and experimental study

SA Glover, G Mo, A Rauk

文献索引：Glover, Stephen A.; Guoning, Mo; Rauk, Arvi Tetrahedron, 1999 , vol. 55, # 11 p. 3413 - 3426

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被引用次数: 30

摘要

Ab initio calculations at the B3LYP/6–31G∗ level on N-methoxy-N-dimethylaminoformamide and its rearrangement to methyl formate and 1, 1-dimethyldiazene through the HERON reaction, have been carried out in conjunction with an experimental study of the HERON reactions of N, N′-diacyl-N, N′-dialkoxyhydrazines. Substituent effects are in accord with the theoretical properties of the transition state and point to an anomerically driven ...