title: Lewis acid-catalyzed diastereoselective hydroarylation of benzylidene malonic esters.
abstract: Herein we report that simple Lewis acids catalyze the hydroarylation of benzylidene malonates with phenols. Ultimately, 3,4-disubstituted dihydrocoumarins are obtained via a hydroarylation-lactonization sequence. Moreover, the dihydrocoumarins are formed with a high degree of diastereoselectivity favoring the trans stereoisomer.
authors.affiliation: Department of Chemistry, 1251 Wescoe Hall Drive, 2010 Malott Hall, and the KU Chemical Methodologies and Library Development Center of Excellence, The University of Kansas, Lawrence, Kansas 66045-7582, USA.
authors.forename: Shaofeng
authors.initials: S
authors.lastname: Duan
authors.forename: Ranjan
authors.initials: R
authors.lastname: Jana
authors.forename: Jon A
authors.initials: JA
authors.lastname: Tunge
mesh_terms: D001597:Benzylidene Compounds / Q000737:chemistry*; D002384:Catalysis; D003374:Coumarins / Q000138:chemical synthesis*; D004952:Esters / Q000737:chemistry; D008314:Malonates / Q000737:chemistry*; D010636:Phenols / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D001597:Benzylidene Compounds; D003374:Coumarins; D004952:Esters; D008314:Malonates; D010636:Phenols; C030290:malonic acid