title: Concise synthesis of rodgersinol and determination of the C-10 absolute configuration.
abstract: Rodgersinol was synthesized via seven linear steps in 31% overall yield, and the absolute configuration of the C-10 stereogenic center was elucidated. The key feature of the synthesis involves the efficient Cu(II)-mediated coupling of two aromatic moieties for the diaryl ether intermediate and the enantioselective construction of the hydroxypropyl substituent by a regio- and stereoselective methyl addition to the chiral aryloxiranes in an inversion manner.
authors.affiliation: College of Pharmacy, Seoul National University, Seoul 151-742, Korea.
authors.forename: Seung-Yong
authors.initials: SY
authors.lastname: Seo
authors.forename: Jong-Wha
authors.initials: JW
authors.lastname: Jung
authors.forename: Jae-Kyung
authors.initials: JK
authors.lastname: Jung
authors.forename: Nam-Jung
authors.initials: NJ
authors.lastname: Kim
authors.forename: Young-Won
authors.initials: YW
authors.lastname: Chin
authors.forename: Jinwoong
authors.initials: J
authors.lastname: Kim
authors.forename: Young-Ger
authors.initials: YG
authors.lastname: Suh
mesh_terms: D000475:Alkenes / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010636:Phenols / Q000138:chemical synthesis* / Q000737:chemistry; D031995:Saxifragaceae / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000475:Alkenes; D010636:Phenols; C518115:rodgersinol