ISSN:
0170-2041
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Description / Table of Contents:
Seven-Membered Rings by 1,5-Cycloadditions, V. - Perhydro-1,4-diazepines1,3-Dialkyl-1,3-imidazolidines 2 react with cyclic enol ethers 1 in presence of trifluoroacetic acid to give bicyclic perhydro-1,4-diazepines 3 which are transformed by lithium tetrahydridoaluminate to perhydro-1,4-diazepinylalkanols 8. In contrast, acyclic enol ethers 9 do not undergo polar 1,5-cycloaddition with imidazolidines 2 but give (dialkoxyalkyl)ethylenediamines 10 in low yields.
Notes:
1,3-Dialkyl-1,3-imidiazolidine 2 reagieren mit den cyclischen Enolethern 1 in Gegenwart von Trifluoressigsäure zu den bicyclischen Perhydro-1,4-diazepinen 3, die mit Lithium-tetrahydridoaluminat die Perhydro-1,4-diazepinylalkanole 8 geben. Die acyclischen Enolether 9 gehen dagegen keine polare 1,5-Cycloaddition ein und führen mit den Imidazolidinen 2 in niedriger Ausbeute zu den (Dialkoxyalkyl)ethylendiaminen 10.
Additional Material:
1 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.197919790312
