title: Enantiomeric scaffolding of α-tetralone and related scaffolds by EKR (enzymatic kinetic resolution) and stereoselective ketoreduction with ketoreductases.
abstract: Stereochemically pure compounds containing an all carbon quaternary stereocenter based on 1-tetralone, 1-indanone and 4-chromanone scaffolds have been synthesized by employing Lipase PS (Burkholderia cepacia) catalyzed kinetic resolution. These scaffolds are further functionalized by microbial ketoreductase enzymes (Geotrichum candidum, Candida parapsilosis and Aspergillus niger) to access stereochemically pure diols which, on further synthetic manipulation, yield novel cyclic compounds.
authors.affiliation: Department of Chemistry, Indian Institute of Technology, Kharagpur, 721302, India.
authors.forename: Rajib
authors.initials: R
authors.lastname: Bhuniya
authors.forename: Samik
authors.initials: S
authors.lastname: Nanda
mesh_terms: D000429:Alcohol Oxidoreductases / Q000302:isolation & purification / Q000378:metabolism*; D055162:Biocatalysis; D002839:Chromans / Q000737:chemistry; D006018:Glycols / Q000737:chemistry; D007189:Indans / Q000737:chemistry; D007700:Kinetics; D003904:Mitosporic Fungi / Q000201:enzymology; D010084:Oxidation-Reduction; D013237:Stereoisomerism; D013379:Substrate Specificity; D044024:Tetralones / Q000737:chemistry*
chemical_list: D002839:Chromans; D006018:Glycols; D007189:Indans; D044024:Tetralones; C013352:indacrinone; D000429:Alcohol Oxidoreductases