title: Pd-catalyzed C-H lactonization for expedient synthesis of biaryl lactones and total synthesis of cannabinol.
abstract: A practical Pd(II)/Pd(IV)-catalyzed carboxyl-directed C-H activation/C-O cyclization to construct biaryl lactones has been developed. The synthetic utility of this new reaction was demonstrated in an atom-economical and operationally convenient total synthesis of the natural product cannabinol from commercially available starting materials, with the newly developed method used for two key steps.
authors.affiliation: Department of Chemistry, University of Science and Technology of China, 96 Jinzhai Road, Hefei, Anhui 230026, China.
authors.forename: Yan
authors.initials: Y
authors.lastname: Li
authors.forename: Yan-Jun
authors.initials: YJ
authors.lastname: Ding
authors.forename: Jian-Yong
authors.initials: JY
authors.lastname: Wang
authors.forename: Yi-Ming
authors.initials: YM
authors.lastname: Su
authors.forename: Xi-Sheng
authors.initials: XS
authors.lastname: Wang
mesh_terms: D002187:Cannabinol / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003500:Cyclization; D006860:Hydrogen Bonding; D007783:Lactones / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D007783:Lactones; D010165:Palladium; D002187:Cannabinol