Catalytic, enantio- and diastereoselective synthesis of γ-butyrolactones incorporating quaternary stereocentres

被引:43
|
作者
Manoni, Francesco [1 ]
Cornaggia, Claudio [1 ]
Murray, James [1 ]
Tallon, Sean [1 ]
Connon, Stephen J. [1 ]
机构
[1] Univ Dublin Trinity Coll, Trinity Biomed Sci Inst, Ctr Synth & Chem Biol, Sch Chem, Dublin 2, Ireland
基金
欧洲研究理事会;
关键词
STEREOSELECTIVE-SYNTHESIS; HOMOPHTHALIC ANHYDRIDES; PARACONIC ACIDS; ENANTIOSELECTIVE SYNTHESIS; CONVENIENT SYNTHESIS; NATURAL-PRODUCTS; LIGNANS; CONDENSATION; DERIVATIVES; ROUTE;
D O I
10.1039/c2cc32147e
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A new, highly enantio- and diastereoselective catalytic asymmetric formal cycloaddition of aryl succinic anhydrides and aldehydes which generates paraconic acid (gamma-butyrolactone) derivatives is reported.
引用
收藏
页码:6502 / 6504
页数:3
相关论文
共 50 条
  • [21] A General Strategy for the Catalytic, Highly Enantio- and Diastereoselective Synthesis of Indolizidine-Based Alkaloids
    Abels, Falko
    Lindemann, Chris
    Schneider, Christoph
    CHEMISTRY-A EUROPEAN JOURNAL, 2014, 20 (07) : 1964 - 1979
  • [22] Direct Catalytic Enantio- and Diastereoselective Ketone Aldol Reactions of Isocyanoacetates
    de la Campa, Raquel
    Ortin, Irene
    Dixon, Darren J.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2015, 54 (16) : 4895 - 4898
  • [23] Catalytic enantio- and diastereoselective Mannich reaction of α-substituted isocyanoacetates and ketimines
    de la Campa, Raquel
    Yamagata, Adam D. Gammack
    Ortin, Irene
    Franchino, Allegra
    Thompson, Amber L.
    Odell, Barbara
    Dixon, Darren J.
    CHEMICAL COMMUNICATIONS, 2016, 52 (70) : 10632 - 10635
  • [24] Enantio- and Diastereoselective Synthesis of β,γ,γ,δ-Tetrasubstituted α-Methylene-δ-lactones
    Albrecht, Lukasz
    Deredas, Dariusz
    Wojciechowski, Jakub
    Wolf, Wojciech M.
    Krawczyk, Henryk
    SYNTHESIS-STUTTGART, 2012, 44 (02): : 247 - 252
  • [25] Enantio- and diastereoselective synthesis of 4′-α-substituted carbocyclic nucleosides
    Kato, K
    Suzuki, H
    Tanaka, H
    Miyasaka, T
    TETRAHEDRON-ASYMMETRY, 1998, 9 (06) : 911 - 914
  • [26] Enantio- and diastereoselective Darzens condensations
    Achard, Thierry J. R.
    Belokon', Yuri N.
    Ilyin, Michael
    Moskalenko, Margarita
    North, Michael
    Pizzato, Francesca
    TETRAHEDRON LETTERS, 2007, 48 (17) : 2965 - 2969
  • [27] Enantio- and diastereoselective synthesis of all four stereoisomers of formoterol
    Hett, R
    Fang, QK
    Gao, Y
    Hong, YP
    Butler, HT
    Nie, XY
    Wald, SA
    TETRAHEDRON LETTERS, 1997, 38 (07) : 1125 - 1128
  • [28] Synthesis of highly functionalized chiral cyclopentanes by catalytic enantio- and diastereoselective double Michael addition reactions
    Zu, Liansuo
    Li, Hao
    Xie, Hexin
    Wang, Jian
    Jiang, Wei
    Tang, Yun
    Wang, Wei
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (20) : 3732 - 3734
  • [29] Catalytic enantioselective synthesis of quaternary carbon stereocentres
    Kyle W. Quasdorf
    Larry E. Overman
    Nature, 2014, 516 : 181 - 191
  • [30] Palladium(II)-Catalyzed Enantio- and Diastereoselective Synthesis of Pyrrolidine Derivatives
    Jana, Ranjan
    Pathak, Tejas P.
    Jensen, Katrina H.
    Sigman, Matthew S.
    ORGANIC LETTERS, 2012, 14 (16) : 4074 - 4077