We found a match
Your institution may have access to this item. Find your institution then sign in to continue.
- Title
Convergent approach for direct cross-coupling enabled by flash irreversible generation of cationic and anionic species.
- Authors
Soutome, Hiroki; Yamashita, Hiroki; Shimizu, Yutaka; Takumi, Masahiro; Ashikari, Yosuke; Nagaki, Aiichiro
- Abstract
In 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. Optimizing the transport, mobility and diffusion of reactants and intermediates in a confined space can accelerate reactions. Here the authors study the reaction of highly reactive intermediates such as short-lived cationic and anionic species in a flow reactor.
- Subjects
SPECIES; CARBANIONS; ENAMINES; BIOSYNTHESIS; IONS
- Publication
Nature Communications, 2024, Vol 15, Issue 1, p1
- ISSN
2041-1723
- Publication type
Article
- DOI
10.1038/s41467-024-48723-1