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Oxazolidines versus schiff bases
Author(s) -
Srivastava R. M.,
Weissman Katherine,
Clapp Leallyn B.
Publication year - 1967
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570040120
Subject(s) - chemistry , propionaldehyde , schiff base , ring (chemistry) , nitrogen , organic chemistry , base (topology) , polymer chemistry , aldehyde , catalysis , mathematical analysis , mathematics
The formation of oxazolidines from propionaldehyde and aliphatic β‐aminoalcohols is complicated by the appearance of appreciable amounts of unsaturated Schiff bases. The simple Schiff base, often the dominant species when aromatic aldehydes react with amines, could not be detected in the present aliphatic systems. We conclude that in aliphatic systems the order of stability isand. The gem ‐dimethyl group α to nitrogen stablizes the heterocyclic ring remarkably.