Chiral Calcium Bis-sulfonimide Catalyzed Diels-Alder Reactions of 1-Acryloyl-pyrazole

被引：1
作者：
Takagi, Ryukichi [1 ]
Yamasaki, Yuhei [1 ]
机构：
[1] Hiroshima Univ, Grad Sch Sci, Dept Chem, 1-3-1 Kagamiyama, Hiroshima 7398526, Japan
来源：
CHEMISTRY LETTERS | 2021年 / 50卷 / 10期
关键词：
Chiral bis-sulfonimide; Organo-calcium catalyst; Diels-Alder reaction; ENANTIOSELECTIVE SYNTHESIS; ASYMMETRIC-SYNTHESIS; CYCLOADDITION;
D O I：
10.1246/cl.210403
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Alkaline earth metal salts of chiral bis-sulfonimide were prepared in this study. Asymmetric Diels-Alder reactions catalyzed by these metal salts were examined to evaluate the performance of bis-sulfonimide as a chiral ligand. The Diels-Alder reaction between 2-propenoyl pyrazole and cyclopentadiene catalyzed by the calcium salt afforded the cycloaddition product with moderate stereo selectivity.
引用
收藏
页码：1781 / 1783
页数：3
相关论文
共 53 条
  • [1] A lca ide B., 2002, EUR J ORG CHEM, P1595
  • [2] A Redox Auxiliary Strategy for Pyrrolidine Synthesis via Photocatalytic [3+2] Cycloaddition
    Amador, Adrian G.
    Sherbrook, Evan M.
    Yoon, Tehshik P.
    [J]. ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2019, 8 (07) : 978 - 985
  • [3] Anton iott i S., 2010, ANGEW CHEM INT EDIT, V49, P7860
  • [4] Calcium-Based Lewis Acid Catalysts
    Begouin, Jeanne-Marie
    Niggemann, Meike
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2013, 19 (25) : 8030 - 8041
  • [5] Imine Amidation Catalyzed by a Chiral VAPOL Calcium Phosphate
    Cao, Rui
    Antilla, Jon C.
    [J]. ORGANIC LETTERS, 2020, 22 (15) : 5958 - 5962
  • [6] Calcium-Catalyzed Stereoselective Tandem [4+2] and [3+2] Annulation Reaction for the Synthesis of Dihydropyrrolo[1,2-a]quinolines
    Dada, Ravikrishna
    Sulthan, Mahesh
    Yaragorla, Srinivasarao
    [J]. ORGANIC LETTERS, 2020, 22 (01) : 279 - 283
  • [7] Ga l J. -F., 2013, J PHYS ORG CHEM, V26, P87
  • [8] A Powerful Chiral Counteranion Motif for Asymmetric Catalysis
    Garcia-Garcia, Pilar
    Lay, Frank
    Garcia-Garcia, Patricia
    Rabalakos, Constantinos
    List, Benjamin
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (24) : 4363 - 4366
  • [9] Ha lpan i C. G., 2020, TETRAHEDRON LETT, V61
  • [10] Highly Active Chiral Dilithium(I) Binaphthyldisulfonate Catalysts for Enantio- and Chemoselective Strecker-Type Reactions
    Hatano, Manabu
    Nishio, Kosuke
    Mochizuki, Takuya
    Nishikawa, Keisuke
    Ishihara, Kazuaki
    [J]. ACS CATALYSIS, 2019, 9 (09) : 8178 - 8186
123456