title: Asymmetric construction of all-carbon quaternary stereocenters by chiral-auxiliary-mediated Claisen rearrangement and total synthesis of (+)-bakuchiol.
abstract: An asymmetric Claisen rearrangement using Oppolzer&#8217;s camphorsultam  was developed. Under thermal conditions, a geraniol-derived substrate underwent the rearrangement with good stereoselectivity. The absolute configuration of the newly formed all-carbon quaternary stereocenter was confirmed by the total synthesis of (+)-bakuchiol from the rearrangement product.
authors.affiliation: Department of Applied Chemistry, Keio University, Hiyoshi, Kohoku-ku, Yokohama 223-8522, Japan. takao@applc.keio.ac.jp
authors.forename: Ken-ichi
authors.initials: K
authors.lastname: Takao
authors.forename: Shu
authors.initials: S
authors.lastname: Sakamoto
authors.forename: Marianne Ayaka
authors.initials: MA
authors.lastname: Touati
authors.forename: Yusuke
authors.initials: Y
authors.lastname: Kusakawa
authors.forename: Kin-ichi
authors.initials: K
authors.lastname: Tadano
mesh_terms: D000085:Acetates / Q000737:chemistry; D006868:Hydrolysis; D008968:Molecular Conformation; D010084:Oxidation-Reduction; D010636:Phenols / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D013449:Sulfonamides / Q000737:chemistry
chemical_list: D000085:Acetates; D010636:Phenols; D013449:Sulfonamides; C012765:bakuchiol