Synthesis of bicyclic cyclopropylamines by intramolecular cyclopropanationof N-allylamino acid dimethylamides

[GRAPHICS] Cyclopropylamines and substituted cyclopropylamines are important building blocks or substituents in a variety of biologically active compounds, Here, we report the facile syntheses of cyclopropylamines by Ti(ll) mediated int ramolecular coupling of a terminal olefinic moiety and the N,N dimethylcarb oxamide moiety of amino acid derivatives. The products have novel and strai ned bicyclic structures. The yields were good (78-83%) for all three substr ates with diastereomeric ratios of about 3:1.