A series of enantioenriched six-membered metallocyclic amidomagnesium naphtholates were prepared and used to probe the structure-reactivity/selectivity relationships of heteroleptic magnesium base complexes within asymmetric deprotonation reactions. An effective complex was identified and applied within enantioselective enolisation processes, delivering good levels of enantioselectivity and also revealing key structural requirements for achieving such selectivity.
- enantioselective deprotonation
- heteroleptic magnesium bases
- asymmetric synthesis
Carswell, E. L., Kerr, W. J., McArthur, D., Pazicky, M., & Watson, A. (2014). Development of chiral heteroleptic magnesium amides; asymmetric deprotonations mediated by six-membered metallocyclic amidomagnesium naphtholates. Tetrahedron, 70(40), 7344-7349. https://doi.org/10.1016/j.tet.2014.06.052