title: Lipase-catalysed regio- and enantioselective deacetylation of 2,4-diacetoxyphenyl alkyl ketones.
abstract: Porcine pancreatic lipase in tetrahydrofuran catalyses the deacetylation of 2,4-diacetoxyphenyl alkyl ketones in a highly regioselective fashion. The strategy of regioselective deacetylation of diacetoxyphenyl alkyl ketones has also resulted in the enantiomeric resolution of a racemic diacetoxyphenyl alkyl ketone, i.e. (+/-)-2,4-diacetoxyphenyl (1-ethyl)pentyl ketone, a precursor for the synthesis of an antifungal coumarin, 7-acetoxy-4-(1-ethyl)pentyl-3-phenyl-2H-1-benzopyran-2-one.
authors.affiliation: Department of Chemistry, University of Delhi, India.
authors.forename: A K
authors.initials: AK
authors.lastname: Prasad
authors.forename: H N
authors.initials: HN
authors.lastname: Pati
authors.forename: A
authors.initials: A
authors.lastname: Azim
authors.forename: S
authors.initials: S
authors.lastname: Trikha
authors.lastname: Poonam
mesh_terms: D000107:Acetylation; D000818:Animals; D002384:Catalysis; D007659:Ketones / Q000737:chemistry*; D008049:Lipase / Q000737:chemistry*; D010179:Pancreas / Q000201:enzymology; D013057:Spectrum Analysis; D013237:Stereoisomerism; D013552:Swine
chemical_list: D007659:Ketones; D008049:Lipase