Abstract
AbstractIn biosynthesis multiple kinds of reactive intermediates are generated, transported, and reacted across different parts of organisms, enabling highly sophisticated synthetic reactions. Herein we report a convergent synthetic approach, which utilizes dual intermediates of cationic and carbanionic species in a single step, hinted at by the ideal reaction conditions. By reactions of unsaturated precursors, such as enamines, with a superacid in a flow microreactor, cationic species, such as iminium ions, are generated rapidly and irreversibly, and before decomposition, they are transported to react with rapidly and independently generated carbanions, enabling direct C-C bond formation. Taking advantage of the reactivity of these double reactive intermediates, the reaction take place within a few seconds, enabling synthetic reactions which are not applicable in conventional reactions.
Funder
MEXT | Japan Society for the Promotion of Science
Japan Agency for Medical Research and Development
New Energy and Industrial Technology Development Organization
MEXT | JST | Core Research for Evolutional Science and Technology
Ogasawara Foundation for the Promotion of Science and Engineering
Publisher
Springer Science and Business Media LLC