title: Mixed La-Li heterobimetallic complexes for tertiary nitroaldol resolution.
abstract: A kinetic resolution of tertiary nitroaldols derived from simple ketones is described. Mixed BINOL/biphenol La-Li heterobimetallic complexes gave the best selectivity in retro-nitroaldol reactions of racemic tertiary nitroaldols. By using a mixture of La-Li3-(1a)3 complex (LLB 2a) and La-Li3-(1b)3 (LLB* 2b) complex in a ratio of 2/1, chiral tertiary nitroaldols were obtained in 80-97% ee and 30-47% recovery yield.
authors.affiliation: Graduate School of Pharmaceutical Sciences, The University of Tokyo, Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.
authors.forename: Shin-ya
authors.initials: SY
authors.lastname: Tosaki
authors.forename: Keiichi
authors.initials: K
authors.lastname: Hara
authors.forename: Vijay
authors.initials: V
authors.lastname: Gnanadesikan
authors.forename: Hiroyuki
authors.initials: H
authors.lastname: Morimoto
authors.forename: Shinji
authors.initials: S
authors.lastname: Harada
authors.forename: Mari
authors.initials: M
authors.lastname: Sugita
authors.forename: Noriyuki
authors.initials: N
authors.lastname: Yamagiwa
authors.forename: Shigeki
authors.initials: S
authors.lastname: Matsunaga
authors.forename: Masakatsu
authors.initials: M
authors.lastname: Shibasaki
mesh_terms: D000438:Alcohols / Q000737:chemistry / Q000302:isolation & purification*; D006859:Hydrogen / Q000737:chemistry; D007659:Ketones / Q000737:chemistry; D007811:Lanthanum / Q000737:chemistry*; D008094:Lithium / Q000737:chemistry*; D009284:Naphthols / Q000737:chemistry; D009574:Nitro Compounds / Q000737:chemistry / Q000302:isolation & purification*; D010084:Oxidation-Reduction; D021241:Spectrometry, Mass, Electrospray Ionization
chemical_list: D000438:Alcohols; C406944:BINOL, naphthol; D007659:Ketones; D009284:Naphthols; D009574:Nitro Compounds; D007811:Lanthanum; D006859:Hydrogen; D008094:Lithium