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Intramolekulare Diels-Alder-Additionen von 1,2-Dihydropyridinen

✍ Scribed by Hans Greuter; Hans Schmid

Publisher
John Wiley and Sons
Year
1974
Tongue
German
Weight
824 KB
Volume
57
Category
Article
ISSN
0018-019X

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✦ Synopsis

Abstract

Reduction of the pyridinium salts 1b‐f in methanolic sodium hydroxide solution with sodium borohydride gave the dimeric dihydropyridine derivatives 3b‐f. Heating these dimers in hydrocarbon solvents at 110–207° resulted in the formation of the tricyclic amines 4c–f, which were shown to be products of an intramolecular Diels‐Alder addition within the intermediate dihydropyridines 2c–f. The structures of 4c–f were deduced from spectroscopic, mainly NMR. data.

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