
Tetrahedron Letters p. 1393 - 1396 (1997)
Update date:2022-08-04
Topics:
Berthe, Benedicte
Outurquin, Francis
Paulmierz.ast, Claude
Homoallyl benzylamines prepared by allylation of the corresponding N-benzylimines, have been subjected to a selenium-induced cyclization under various conditions. At room temperature. the 4-exo and the 5-endo modes are competitive. In acetonitrile, the azetidine has been isolated as the major cyclization product, especially for homoallylamines derived from ketimines. With an excess or selenium reagent, 3-halopyrrolidines have been obtained.
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