Novel polymer-supported reagents for asymmetric catalysis
Suzanne J. Maddocks
2134/33997
https://repository.lboro.ac.uk/articles/thesis/Novel_polymer-supported_reagents_for_asymmetric_catalysis/9399344
We have developed polymer-supported β-aminoalcohol ligands for use in the
asymmetric addition of diethylzinc to benzaldehyde. Linear serine- and threonine-derived
polymer-supported ligands have been synthesized and tested, and several
serine-derived aziridine ligands have been synthesized and tested. Polymer-supported
analogues of these aziridine ligands have also been developed (scheme i). [Illustration omitted.] During the use of these aziridine ligands in the addition of diethylzinc to
benzaldehyde, substrate-dependent positive nonlinear effects were observed. The
effect of product inhibition to decrease the enantioselectivity induced in the reaction
has also been studied, and the elimination of the product inhibition effect by the use of
polymer supports has been investigated.
The linear serine and threonine-derived polymer supported ligands have also been
developed as epoxidation catalysts, and have been shown to catalyse the epoxidation
of 1-phenyl cyclohexene with oxone.
In addition the aziridine-based ligands have been shown to catalyse the asymmetric
conjugate addition of diethylzinc to chalcone.
2018-07-19 09:20:53
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Chemical Sciences not elsewhere classified