Synlett 2008(18): 2826-2830  
DOI: 10.1055/s-0028-1083532
LETTER
© Georg Thieme Verlag Stuttgart ˙ New York

Diastereoselective Synthesis of syn-1,3-Dinitro Compounds by Michael Addition of Nitroalkanes to Nitroalkenes with a Thiourea Catalyst

Constantinos Rabalakos, William D. Wulff*
Department of Chemistry, Michigan State University, East Lansing, MI 48824, USA
e-Mail: wulff@chemistry.msu.edu;
Further Information

Publication History

Received 27 May 2008
Publication Date:
15 October 2008 (online)

Abstract

An operationally simple method has been developed for the conjugate addition of nitroalkanes to β-nitrostyrene with the use of thiourea catalysis. The reaction affords good yields of syn-1,3-dinitro adducts with only 2% catalyst loading.