Synthesis and reactions of 2-substituted ethyl N-alkylmalonylhydroxamic acids.
Alkylation of O-silylated N-alkylmalonylhydroxamic acids provides a method for the synthesis of 2-substituted N-alkylmalonyl hydroxamic acids. The substituent at C-2 does not materially change the chemistry of the alpha-lactam intermediates produced from them. They can be converted to unsymmetric ureas and hydantoins in high yields. The addition of unsaturated substituents at C-2 is used to produce cyclic ureas containing medium rings via RCM reactions.
Hoffman
Robert V
RV
Department of Chemistry and Biochemistry, New Mexico State University, North Horseshoe Drive, Las Cruces, NM 88003-8001, USA. rhoffman@nmsu.edu
Madan
Sachin
S