960121-25-9Relevant articles and documents
Probing the Peroxycarbenium [3+2] Cycloaddition Reactions with 1,2-Disubstituted Ethylenes: Results and Insights
Xu, Ze-Jun,Wittlin, Sergio,Wu, Yikang
supporting information, p. 2031 - 2034 (2017/02/19)
The causes for the title reaction to be limited to only the alkenes with an unsubstituted terminal alkenic carbon were explored. In some “failed” cases the cycloaddition products actually formed but rearranged concurrently. An oxygen atom or a N-Boc (Boc=
Synthesis of spiro-1,2-dioxolanes and their activity against Plasmodium falciparum
Martyn, Derek C.,Ramirez, Armando P.,Beattie, Meaghan J.,Cortese, Joseph F.,Patel, Vishal,Rush, Margaret A.,Woerpel,Clardy, Jon
scheme or table, p. 6521 - 6524 (2009/10/02)
Artemisinin-derived compounds play an integral role in current malaria chemotherapy. Given the virtual certainty of emerging resistance, we have investigated spiro-1,2-dioxolanes as an alternative scaffold. The endoperoxide functionality was generated by the SnCl4-mediated annulation of a bis-silylperoxide and an alkene. The first set of eight analogs gave EC50 values of 50-150 nM against Plasmodium falciparum 3D7 and Dd2 strains, except for the carboxylic acid analog. A second series, synthesized by coupling a spiro-1,2-dioxolane carboxylic acid to four separate amines, afforded the most potent compound (EC50 ～5 nM).
