%0 Journal Article
%T Organic reaction in water. Part 31: diastereoselectivity in Michael additions of thiophenol to nitro olefins in aqueous media
%A Silva
%A Flavia M. da
%A Jones Jr
%A Joel
%J Journal of the Brazilian Chemical Society
%D 2001
%I Sociedade Brasileira de Qu¨Şmica, SBQ
%R 10.1590/S0103-50532001000200002
%X thiophenol reacts with nitro olefins in aqueous media to give the corresponding nitro-sulfides in 58-95% yield. this procedure results in selective formation of the anti products. in the case of the cyclic nitro olefin 1-nitro-cyclohexene the only product observed was the cis-1-nitro-2-(phenylthio)cyclohexane. this methodology is of interest due to the use of water as solvent, thus minimizing the cost, the operational hazards and environmental pollution.
%K michael additions in water
%K nitro olefins
%K thio compounds.
%U http://www.scielo.br/scielo.php?script=sci_abstract&pid=S0103-50532001000200002&lng=en&nrm=iso&tlng=en