title: Lithium binaphtholate-catalyzed asymmetric addition of lithium acetylides to carbonyl compounds.
abstract: The asymmetric addition of lithium acetylides to carbonyl compounds in the presence of a chiral lithium binaphtholate catalyst was developed. A procedure involving the slow addition of carbonyl compounds to lithium acetylides improved the enantioselectivity. This reaction afforded diverse chiral secondary and tertiary propargylic alcohols in high yields and with good to high enantioselectivities.
authors.affiliation: Priority Organization for Innovation and Excellence and ‡Graduate School of Pharmaceutical Sciences, Kumamoto University , 5-1 Oe-honmachi, Chuo-ku, Kumamoto 862-0973, Japan.
authors.forename: Shunsuke
authors.initials: S
authors.lastname: Kotani
authors.forename: Kenji
authors.initials: K
authors.lastname: Kukita
authors.forename: Kana
authors.initials: K
authors.lastname: Tanaka
authors.forename: Tomonori
authors.initials: T
authors.lastname: Ichibakase
authors.forename: Makoto
authors.initials: M
authors.lastname: Nakajima
mesh_terms: D000438:Alcohols / Q000138:chemical synthesis* / Q000737:chemistry*; D002384:Catalysis; D018020:Lithium Compounds / Q000737:chemistry*; D015394:Molecular Structure; D009281:Naphthalenes / Q000737:chemistry*; D010293:Pargyline / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000438:Alcohols; D018020:Lithium Compounds; D009281:Naphthalenes; D010293:Pargyline