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
  • [31] An Efficient one-pot enantio- and diastereoselective synthesis of heterocycles
    Trost, BM
    Machacek, MR
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2002, 41 (24) : 4693 - 4697
  • [32] Catalytic enantioselective synthesis of quaternary carbon stereocentres
    Quasdorf, Kyle W.
    Overman, Larry E.
    NATURE, 2014, 516 (7530) : 181 - 191
  • [33] Enantio- and diastereoselective hydrogenation of a fluorinated diketone
    Clarke, Matthew L.
    France, Marcia B.
    Knight, Fergus R.
    Frew, Jamie J. R.
    Roff, Geoffrey J.
    SYNLETT, 2007, (11) : 1739 - 1741
  • [34] An enantio- and diastereoselective synthesis of (-)-isoretronecanol and (+)-trachelanthamidine from a meso precursor
    Konno, H
    Kishi, M
    Hiroya, K
    Ogasawara, K
    HETEROCYCLES, 1998, 49 : 33 - 37
  • [35] Highly Enantio- and Diastereoselective Generation of Two Quaternary Centers in Spirocyclopropanation of Oxindole Derivatives.
    Noole, Artur
    Sucman, Natalia S.
    Kabeshov, Mikhail A.
    Kanger, Tonis
    Macaev, Fliur Z.
    Malkov, Andrei V.
    CHEMISTRY-A EUROPEAN JOURNAL, 2012, 18 (47) : 14929 - 14933
  • [36] Enantio- and diastereoselective synthesis of β-substituted-δ-aminoboronic esters from nitriles
    Ramachandran, P. Veeraraghavan
    Mitsuhashi, Wataru
    Biswas, Debanjan
    Nicponski, Daniel R.
    TETRAHEDRON LETTERS, 2013, 54 (36) : 4830 - 4833
  • [37] Enantio- and diastereoselective synthesis of N-acetyl dihydrotetrafibricin methyl ester
    Roush, W.R. (roush@scripps.edu), 1600, American Chemical Society (135):
  • [38] An Enantio- and Diastereoselective Chemoenzymatic Synthesis of a-Fluoro β-Hydroxy Carboxylic Esters
    Howard, James K.
    Mueller, Marion
    Berry, Alan
    Nelson, Adam
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2016, 55 (23) : 6767 - 6770
  • [39] Dearomative enantio- and diastereoselective difluorination of resorcinol derivatives
    Otsubo, Minami
    Sakimoto, Kousuke
    Egami, Hiromichi
    Hamashima, Yoshitaka
    TETRAHEDRON, 2021, 96
  • [40] Direct Enantio- and Diastereoselective Oxidative Homocoupling of Aldehydes
    Naesborg, Line
    Leth, Lars A.
    Reyes-Rodriguez, Gabriel J.
    Palazzo, Teresa A.
    Corti, Vasco
    Jorgensen, Karl Anker
    CHEMISTRY-A EUROPEAN JOURNAL, 2018, 24 (55) : 14844 - 14848