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Über Alkylenimin‐Derivate. 6. Mitteilung. Über die partielle Reduktion von cyclischen Imiden
Author(s) -
Tagmann E.,
Sury E.,
Hoffmann K.
Publication year - 1954
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19540370122
Subject(s) - chemistry , steric effects , oxygen atom , medicinal chemistry , sulfur , stereochemistry , organic chemistry , molecule
It is shown that LiAIH 4 reduces cyclic imides, namely 3,3‐disubstituted 2,5‐dioxo‐pyrrolidines and 2,6‐dioxo‐piperidines, primarily at the oxo‐group not adjacent to the two substituents. Hydroxylactames are formed as the first reduction products. Similarly, the same oxygen atom is replaced by sulfur by reaction with P 2 S 5 . This behaviour is ascribed to steric hindrance.