Synthesis of pure enantiomers of a new diol ligand, trans-4,5-bis(2-hydroxyphenyl)-2,2-dimethyl-1,3-dioxolane

被引：5
|
作者：
Yamamoto, H
Kobayashi, S
Kanemasa, S
机构：
[1] KYUSHU UNIV,INST ADV MAT STUDY,KASUGA,FUKUOKA 816,JAPAN
[2] KYUSHU UNIV,INTERDISCIPLINARY GRAD SCH ENGN SCI,DEPT MOLEC SCI & TECHNOL,KASUGA,FUKUOKA 816,JAPAN
来源：
TETRAHEDRON-ASYMMETRY | 1996年 / 7卷 / 01期
关键词：
D O I：
10.1016/0957-4166(95)00431-9
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
A new chiral diol, trans-4,5-bis(2-hydroxyphenyl)-1,3-dioxolane, was synthesized by the reductive coupling of O-benzylated salicylaldehyde with a low-valent titanium reagent followed by acetalization and deprotection. Resolution of the diol was achieved through a sequence of esterification with O-methylmandelic acid, chromatographic separation and purification, and methanolysis.
引用
收藏
页码：149 / 155
页数：7
相关论文
共 50 条
  • [41] Synthesis of Asphaltene-Based Strongly Acidic Sulfonated Cation Exchangers and Determination of Their Catalytic Properties in the 2,2-Dimethyl-1,3-Dioxolane Synthesis Reaction
    Foss, L. E.
    Shabalin, K. V.
    Musin, L. I.
    Nagornova, O. A.
    Salikhov, R. Z.
    Borisov, D. N.
    Musin, R. Z.
    Yakubov, M. R.
    PETROLEUM CHEMISTRY, 2020, 60 (06) : 709 - 715
  • [42] Synthesis of Asphaltene-Based Strongly Acidic Sulfonated Cation Exchangers and Determination of Their Catalytic Properties in the 2,2-Dimethyl-1,3-Dioxolane Synthesis Reaction
    L. E. Foss
    K. V. Shabalin
    L. I. Musin
    O. A. Nagornova
    R. Z. Salikhov
    D. N. Borisov
    R. Z. Musin
    M. R. Yakubov
    Petroleum Chemistry, 2020, 60 : 709 - 715
  • [43] (4S,5S)-2,2-Dimethyl-1,3-dioxolane-4,5-dicarbonitrile
    Haines, Alan H.
    Hughes, David L.
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2013, 69 : O1104 - +
  • [44] Convenient synthesis of (4R,5R)-4,5-bis(aminomethyl)-2-isopropyl-1,3-dioxolane
    Jian Jiang
    Chinese Chemical Letters, 2007, (07) : 783 - 784
  • [45] SYNTHESIS AND ANTITUMOR-ACTIVITY OF A SERIES OF [2-SUBSTITUTED-4,5-BIS(AMINOMETHYL)-1,3-DIOXOLANE]PLATINUM(II) COMPLEXES
    KIM, DK
    KIM, G
    GAM, JS
    CHO, YB
    KIM, HT
    TAI, JH
    KIM, KH
    HONG, WS
    PARK, JG
    JOURNAL OF MEDICINAL CHEMISTRY, 1994, 37 (10) : 1471 - 1485
  • [46] Synthesis and structure of a helical polymer [Ag(R,R-DIOP)(NO3)](n) {DIOP=(4R,5R)-trans-4,5-bis[(diphenylphosphino)methyl]-2,2-dimethyl-1,3-dioxalane}
    Wu, B
    Zhang, WJ
    Yu, SY
    Wu, XT
    JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1997, (11): : 1795 - 1796
  • [47] RADICAL-ADDITION OF 2,2-DIMETHYL-1,3-DIOXOLANE AND 2,2-DIMETHYL-1,3-DIOPANE TO 1-HEXYNE - PREPARATION OF 3-OCTENE-1,2-DIOLS AND 4-NONENE-1,3-DIOLS
    LALANDE, R
    CLIN, B
    MAILLARD, B
    COMPTES RENDUS HEBDOMADAIRES DES SEANCES DE L ACADEMIE DES SCIENCES SERIE C, 1974, 278 (14): : 963 - 965
  • [48] OLEFIN DISPLACEMENT FROM 4,5-BIS(DIPHENYLPHOSPHINOMETHYL)-2,2-DIMETHYL-1,3-DIOXOLAN ETHYLENEPLATINUM(0) UNDER MILD CONDITIONS
    BROWN, JM
    COOK, SJ
    KIMBER, SJ
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1984, 269 (03) : C58 - C60
  • [49] Trans-4,5-bis(2-pyridyl)norbornane: a bidentate nitrogen ligand with a potentially large bite angle
    Delis, JGP
    Rep, M
    Kranenburg, M
    Vrieze, K
    van Leeuwen, PWNM
    Veldman, N
    Spek, AL
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1998, 564 (1-2) : 29 - 35
  • [50] Liquid-liquid equilibria for multicomponent mixtures of 2,2-dimethyl-1,3-dioxolane with n-heptane, toluene, ethanol and water
    Kilina, Alexandra
    Kuranov, George
    Pukinsky, Igor
    Smirnova, Natalia
    FLUID PHASE EQUILIBRIA, 2014, 380 : 93 - 99
12345