188302-40-1Relevant academic research and scientific papers
Diastereoselective and Enantioselective Intramolecular Amino-Zinc-Enolate Carbometalation Reactions. A New Polysubstituted Pyrrolidines Synthesis
Lorthiois, Edwige,Marek, Ilane,Normant, Jean F.
, p. 2442 - 2450 (2007/10/03)
The amino-zinc-enolate cyclization allowed a new and straightforward route to polysubstituted pyrrolidines from simple starting materials. From this study, we have been able to determine, for the first time, the stereochemical influence of the substituents on the ring in the carbocyclization reaction. The diastereoselectivity thus obtained was explained by a chairlike amino-zinc-enolate transition state.
Synthesis of azetidines by electrophilic selenium-induced cyclization of homoallylic benzylamines
Berthe, Benedicte,Outurquin, Francis,Paulmierz.ast, Claude
, p. 1393 - 1396 (2007/10/03)
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.
