ISSN:
0170-2041
Keywords:
Prins reactions
;
Carbenium ions
;
1-Azabicyclo[3.3.1]nonadienes
;
Isogranatanines
;
Antifungal agents
;
Antibacterial agents
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Intramolecular electrophilic cyclization reactions were performed with 1-(3-oxo-3-phenylpropyl)-1,2,5,6-tetrahydropyridine derivatives 1a-p in strong acids to give 4,6-diphenylsubstituted 1-azabicyclo[3.3.1]nonadienes 2a-p. Some qualitative observations were made on substituents and reaction conditions influencing the ring closure reaction. Naphthylsubstituted starting compounds 3a, b were converted into pentacyclic compounds 4a, b which represent a new ring system, suggesting the occurrence of a carbenium ion intermediate in the ring closure reaction. Some of the compounds 2a-p show remarkable antifungal and antibacterial effects.
Additional Material:
1 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.199419940406
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