title: Concise Synthesis of Broussonone A.
abstract: A concise and expeditious approach to the total synthesis of broussonone A, a p-quinol natural compound, has been developed. The key features of the synthesis include the Grubbs II catalyst mediated cross metathesis of two aromatic subunits, and a chemoselective oxidative dearomatizationin the presence of two phenol moieties. Especially, optimization associated with the CM reaction of ortho-alkoxystyrenes was also studied, which are known to be ineffective for Ru-catalyzed metathesis reactions under conventional reaction conditions because ortho-alkoxy group could coordinate to the ruthenium center, resulting in the potential complication of catalyst inhibition.
authors.affiliation: College of Pharmacy and Medicinal Research Center (MRC), Chungbuk National University, Cheongju 362-763, Korea. hjjo317@chungbuk.ac.kr.
authors.forename: Hyeju
authors.initials: H
authors.lastname: Jo
authors.affiliation: College of Pharmacy and Medicinal Research Center (MRC), Chungbuk National University, Cheongju 362-763, Korea. entia727@chungbuk.ac.kr.
authors.forename: Minho
authors.initials: M
authors.lastname: Choi
authors.affiliation: College of Pharmacy and Medicinal Research Center (MRC), Chungbuk National University, Cheongju 362-763, Korea. cheviji@gmail.com.
authors.forename: Mayavan
authors.initials: M
authors.lastname: Viji
authors.affiliation: College of Pharmacy and Medicinal Research Center (MRC), Chungbuk National University, Cheongju 362-763, Korea. yhlee91@daum.net.
authors.forename: Young Hee
authors.initials: YH
authors.lastname: Lee
authors.affiliation: College of Pharmacy, Korea University, Sejong 339-700, Korea. youngshin@korea.ac.kr.
authors.forename: Young-Shin
authors.initials: YS
authors.lastname: Kwak
authors.affiliation: College of Pharmacy, Korea University, Sejong 339-700, Korea. kiholee@korea.ac.kr.
authors.forename: Kiho
authors.initials: K
authors.lastname: Lee
authors.affiliation: College of Interdisciplinary & Creative Studies, Konyang University, Nonsan 320-711, Korea. nschoi@konyang.ac.kr.
authors.forename: Nam Song
authors.initials: NS
authors.lastname: Choi
authors.affiliation: Korea Ocean Research and Development Institute, Ansan 426-44, Korea. yjlee@kordi.re.kr.
authors.forename: Yeon-Ju
authors.initials: YJ
authors.lastname: Lee
authors.affiliation: College of Pharmacy and Medicinal Research Center (MRC), Chungbuk National University, Cheongju 362-763, Korea. medchem@chungbuk.ac.kr.
authors.forename: Heesoon
authors.initials: H
authors.lastname: Lee
authors.affiliation: College of Pharmacy and Medicinal Research Center (MRC), Chungbuk National University, Cheongju 362-763, Korea. jinthong@chungbuk.ac.kr.
authors.forename: Jin Tae
authors.initials: JT
authors.lastname: Hong
authors.affiliation: College of Pharmacy and Medicinal Research Center (MRC), Chungbuk National University, Cheongju 362-763, Korea. mklee@chungbuk.ac.kr.
authors.forename: Mi Kyeong
authors.initials: MK
authors.lastname: Lee
authors.affiliation: College of Pharmacy and Medicinal Research Center (MRC), Chungbuk National University, Cheongju 362-763, Korea. orgjkjung@chungbuk.ac.kr.
authors.forename: Jae-Kyung
authors.initials: JK
authors.lastname: Jung
mesh_terms: D002384:Catalysis; D010636:Phenols / Q000138:chemical synthesis* / Q000737:chemistry*
chemical_list: D010636:Phenols; C574926:broussonone A
keywords: Grubbs catalyst; PIFA; broussonone A; cross metathesis; oxidative dearomatization; total synthesis