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Is the reaction sequence in phosphine-catalyzed [8+2] cycloaddition controlled by electrophilicity?
- Source :
-
Chemical communications (Cambridge, England) [Chem Commun (Camb)] 2021 Jan 26; Vol. 57 (6), pp. 761-764. - Publication Year :
- 2021
-
Abstract
- In the presence of multiple electrophiles, the reaction sequence is a critical mechanistic problem. Here, we report a theoretical study on the mechanism of phosphine-catalyzed [8+2] cycloaddition of heptafulvenes and allenoate. DFT calculations showed that electrophilicity is the barrier for nucleophilic attack, while it fails in the prediction of priority.
Details
- Language :
- English
- ISSN :
- 1364-548X
- Volume :
- 57
- Issue :
- 6
- Database :
- MEDLINE
- Journal :
- Chemical communications (Cambridge, England)
- Publication Type :
- Academic Journal
- Accession number :
- 33350413
- Full Text :
- https://doi.org/10.1039/d0cc07370a