Catalytic [3+2] Annulation of Aminocyclopropanes for the Enantiospecific Synthesis of Cyclopentylamines

de Nanteuil, FlorianWaser, Jérôme2012-01-052012-01-052012-01-05201110.1002/anie.201106255https://infoscience.epfl.ch/handle/20.500.14299/76335WOS:000298085000045With nitrogen too: The first catalytic [3+2] annulation of aminocyclopropanes with enol ethers is reported (see scheme; Phth=phthaloyl). The reaction worked with easily accessible phthalimidocyclopropanes using 5 mol % of SnCl4 in nearly quantitative yields. Polysubstituted cyclopentylamines, which are often present in bioactive compounds, were obtained with high diastereoselectivity and enantiospecificity.encycloadditionenantioselectivitydiastereoselectivitycyclopentylaminesCatalytic [3+2] Annulation of Aminocyclopropanes for the Enantiospecific Synthesis of Cyclopentylaminestext::journal::journal article::research article