title: Chemoenzymatic synthesis of enantiopure hydroxy sulfoxides derived from substituted arenes.
abstract: 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.
authors.affiliation: School of Chemistry and Chemical Engineering, Queen's University, Belfast BT9 5AG, UK. dr.boyd@qub.ac.uk.
authors.forename: Derek R
authors.initials: DR
authors.lastname: Boyd
authors.affiliation: School of Chemistry and Chemical Engineering, Queen's University, Belfast BT9 5AG, UK. dr.boyd@qub.ac.uk.
authors.forename: Narain D
authors.initials: ND
authors.lastname: Sharma
authors.affiliation: School of Chemistry and Chemical Engineering, Queen's University, Belfast BT9 5AG, UK. dr.boyd@qub.ac.uk.
authors.forename: John F
authors.initials: JF
authors.lastname: Malone
authors.affiliation: School of Chemistry and Chemical Engineering, Queen's University, Belfast BT9 5AG, UK. dr.boyd@qub.ac.uk.
authors.forename: Vera
authors.initials: V
authors.lastname: Ljubez
authors.affiliation: School of Chemistry and Chemical Engineering, Queen's University, Belfast BT9 5AG, UK. dr.boyd@qub.ac.uk.
authors.forename: Deirdre
authors.initials: D
authors.lastname: Murphy
authors.affiliation: School of Chemistry and Chemical Engineering, Queen's University, Belfast BT9 5AG, UK. dr.boyd@qub.ac.uk.
authors.forename: Steven D
authors.initials: SD
authors.lastname: Shepherd
authors.affiliation: School of Biological Sciences, Queen's University of Belfast, Belfast, BT9 5AG, UK.
authors.forename: Christopher C R
authors.initials: CC
authors.lastname: Allen
mesh_terms: D055162:Biocatalysis; D018360:Crystallography, X-Ray; D049308:Dioxygenases / Q000378:metabolism*; D006900:Hydroxylation; D008024:Ligands; D008958:Models, Molecular; D015394:Molecular Structure; D013454:Sulfoxides / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism*
chemical_list: D008024:Ligands; D013454:Sulfoxides; D049308:Dioxygenases