128080-58-0Relevant academic research and scientific papers
Vicarious nucleophilic substitution of hydrogen in nitroderivatives of five-membered heteroaromatic compounds
Makosza, Mieczyslaw,Kwast, Ewa
, p. 8339 - 8354 (1995)
Nitro derivatives of thiophene, furan and pyrrole react with carbanions containing leaving groups giving products of replacement of hydrogen with functionalized alkyl substituents. Many specific features of this reaction are discussed.
Total synthesis of heronapyrrole C
Ding, Xiao-Bo,Furkert, Daniel P.,Capon, Robert J.,Brimble, Margaret A.
supporting information, p. 378 - 381 (2014/04/03)
A flexible total synthesis of the 2-nitropyrrole-derived marine natural product, (+)-heronapyrrole C, is reported. The approach is based on regioselective access to key building blocks containing the rare 4-substituted 2-nitropyrrole motif. Sharpless asymmetric epoxidation and dihydroxylation and a Shi epoxidation were used to introduce the five stereogenic centers of the bis-THF-diol side chain. The N-benzoyloxymethyl (Boz) protecting group was crucial for functionalization of the 2-nitropyrrole moiety and enabling final deprotection under mild conditions.
