Synfacts 2008(9): 0959-0959  
DOI: 10.1055/s-2008-1078662
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Mild Lewis Acid Catalyzed Ring Opening of Nitro-Cyclopropanes

Contributor(s): Hisashi Yamamoto, Marina Naodovic
O. Lifchits, A. B. Charette*
Université de Montréal, Canada
Further Information

Publication History

Publication Date:
22 August 2008 (online)

Significance

Charette’s group has recently reported highly efficient methods for the preparation of racemic and enantio-enriched 1-nitro-cyclopropane-carbonyls (Org. Lett. 2003, 5, 2327; J. Am. Chem. Soc. 2005, 127, 18014). This account represents a further extension of their studies on the utility of those activated cyclopropanes. The method described here provides access to chiral nitro compounds under mild conditions without the erosion of the chirality in the starting molecules.