Boyd Derek R, Sharma Narain D, Malone John F, Ljubez Vera, Murphy Deirdre, Shepherd Steven D, Allen Christopher C R
School of Chemistry and Chemical Engineering, Queen's University, Belfast BT9 5AG, UK.
School of Biological Sciences, Queen's University of Belfast, Belfast, BT9 5AG, UK.
Org Biomol Chem. 2016 Mar 7;14(9):2651-64. doi: 10.1039/c5ob02411k.
Enantiopure β-hydroxy sulfoxides and catechol sulfoxides were obtained, by chemoenzymatic synthesis, involving dioxygenase-catalysed benzylic hydroxylation or arene cis-dihydroxylation and cis-diol dehydrogenase-catalysed dehydrogenation. Absolute configurations of chiral hydroxy sulfoxides were determined by X-ray crystallography, ECD spectroscopy and stereochemical correlation. The application of a new range of β-hydroxy sulfoxides as chiral ligands was examined.
通过化学酶法合成获得了对映体纯的β-羟基亚砜和儿茶酚亚砜，该合成过程涉及双加氧酶催化的苄基羟基化或芳烃顺式二羟基化以及顺式二醇脱氢酶催化的脱氢反应。通过X射线晶体学、电子圆二色光谱（ECD）和立体化学关联确定了手性羟基亚砜的绝对构型。研究了一系列新型β-羟基亚砜作为手性配体的应用。
