Theoretical investigation on the palladium-catalyzed diastereoselective oxidative carbocyclization of enallenes assisted by hydroxyl group

Publication date: Available online 13 April 2019Source: Journal of Organometallic ChemistryAuthor(s): Ping Wang, Jiaying Sun, Zhangyu Yu, Lingli Han, Tao LiuAbstractThe reaction mechanisms on the palladium-catalyzed oxidative carbocyclization of enallenes assisted by weak coordination hydroxyl groups have been computationally investigated by employing density functional theory (DFT) calculations. The allyl C-H activation is the rate-determining step and the olefin insertion is the diastereoselectivity-determining step. The calculated results can explain the lower diastereoselectivity obtained in the experiment when the OH group was replaced by OAc or OMe.Graphical abstract

Source: Journal of Organometallic Chemistry - April 13, 2019 Category: Chemistry Source Type: research