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

Constantinos Rabalakos; William D. Wulff

doi:10.1055/s-0028-1083532

LETTER

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;

Abstract

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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.

Key words

thiourea - organocatalysis - nitroalkene - nitroalkane - diastereoselective - Michael addition

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