Synthesis of Bicyclic Cyclopropylamines by Intramolecular Cyclopropanation of N-Allylamino Acid Dimethylamides

Autor: Cao, B., Xiao, D., Joullie, M. M.
Zdroj: Organic Letters; December 1999, Vol. 1 Issue: 11 p1799-1801, 3p
Abstrakt: 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(II)-mediated intramolecular coupling of a terminal olefinic moiety and the N,N-dimethylcarboxamide moiety of amino acid derivatives. The products have novel and strained bicyclic structures. The yields were good (78−83%) for all three substrates with diastereomeric ratios of about 3:1.
Databáze: Supplemental Index