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1. Is the reaction sequence in phosphine-catalyzed [8+2] cycloaddition controlled by electrophilicity?

Author

Lin, Wen-Xuan, Pei, Zhuolin, Gong, Cunxi, Mo, Huilin, Yang, Kai, Qu, Ling-Bo, Wei, Donghui, Song, Jin-Shuai, Li, Shi-Jun, and Lan, Yu

Subjects
RING formation (Chemistry), PHOSPHINES, FORECASTING, ELECTROPHILES
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. [ABSTRACT FROM AUTHOR]

Published
2021
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