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Recoverable polystyrene-supported palladium catalyst for construction of all-carbon quaternary stereocenters via asymmetric 1,4-addition of arylboronic acids to cyclic enones.
- Source :
-
Reactive & Functional Polymers . Aug2020, Vol. 153, pN.PAG-N.PAG. 1p. - Publication Year :
- 2020
-
Abstract
- The development of recoverable catalysts based on the combination of synthetically demanding ligands with transition metals attracts a lot of attention, especially from the environmental point of view. In this paper, we describe the preparation of a recoverable polystyrene supported chiral palladium catalyst based on PyOx ligand suitable for asymmetric 1,4-addition of arylboronic acids to cyclic 3-substituted five- and six-membered enones. In the reaction, all‑carbon quaternary stereocenters are formed with a high level of enantioselectivity (up to 91% ee) and conversion (up to 99%). The catalyst was used in 6 cycles with no loss of enantioselectivity and only a small decrease in conversion. A solution of the problems associated with the transition from homogeneous to heterogeneous catalytic systems is discussed. Unlabelled Image • Recoverable polystyrene supported chiral palladium catalyst based on PyOx ligand was prepared. • The catalyst was used for asymmetric 1,4-addition of arylboronic acids to cyclic 3-substituted five- and six-membered enones. • All-carbon quaternary stereocenters are formed with a high level of enantioselectivity and conversion. • The catalyst was used in 6 cycles with no loss of enantioselectivity and only a small decrease in conversion. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 13815148
- Volume :
- 153
- Database :
- Academic Search Index
- Journal :
- Reactive & Functional Polymers
- Publication Type :
- Academic Journal
- Accession number :
- 143553088
- Full Text :
- https://doi.org/10.1016/j.reactfunctpolym.2020.104615