ISSN:
0030-493X
Keywords:
Chemistry
;
Analytical Chemistry and Spectroscopy
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The structural prerequisites of skeletal rearrangement by ring contraction, previously observed in N-acetylmorpholine, were explored by extending the study to N-acetylpyrrolidine, -piperidine and -hexamethyleneimine. Fragmentation via ring contraction was found to be absent in the five-membered ring, detectable in the six-membered ring, and significant in the seven-membered homologue. Ring contraction in these model compounds, i.e. in absence of oxygen as a second heteroatom in the cyclic moiety, is discussed in view of its implications and its support for an initially proposed radical-induced rearrangement mechanism.
Additional Material:
6 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/oms.1210051107
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