Chiral Sodium Glycerophosphate Catalyst for Enantioselective Michael Reactions of Chalcones

被引:0
作者
Ghigo, Giovanni [1 ]
Rivella, Julia [1 ]
Bose, Alessio Robiolio [1 ]
Dughera, Stefano [1 ]
机构
[1] Univ Torino, Dept Chem, Via Pietro Giuria 7, I-10125 Turin, Italy
来源
MOLECULES | 2024年 / 29卷 / 19期
关键词
conjugate addition; organocatalyst; chiral catalyst; DENSITY FUNCTIONALS;
D O I
10.3390/molecules29194763
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
A chiral sodium glycerophosphate is successfully exploited as a catalyst in the Michael addition of methyl malonate to a number of chalcones. The reactions supplied the target adducts in satisfactory yields and good enantiomeric excesses. A tentative computational study is presented, aiming to understand the reaction mechanism.
引用
收藏
页数:7
相关论文
共 50 条
  • [21] Chiral Pyrrolidine Sulfonamide Catalyzed Enantioselective Michael Addition of Cyclohexanones to Maleimides
    Wang, Jian
    Zhang, Man-Man
    Zhang, Shieli
    Xu, Zi-An
    Li, Hao
    Yu, Xin-Hong
    Wang, Wei
    SYNLETT, 2011, (04) : 473 - 476
  • [22] Molecular Assembly of an Achiral Phosphine and a Chiral Primary Amine: A Highly Efficient Supramolecular Catalyst for the Enantioselective Michael Reaction of Aldehydes with Maleimides
    Yang, Wei
    Jiang, Ke-Zhi
    Lu, Xing
    Yang, Hua-Meng
    Li, Li
    Lu, Yixin
    Xu, Li-Wen
    CHEMISTRY-AN ASIAN JOURNAL, 2013, 8 (06) : 1182 - 1190
  • [23] Recent Developments in Enantioselective Organocatalytic Michael Reactions in Aqueous Media
    Pellissier, Helene
    CURRENT ORGANIC CHEMISTRY, 2018, 22 (04) : 323 - 344
  • [24] Organocatalytic enantioselective Michael addition reactions of fluoromalonates with α,β-unsaturated aldehydes
    Li Hao
    Ji YaFei
    Li Jian
    Zhang ShiLei
    Yu ChenGuang
    Wang Wei
    SCIENCE CHINA-CHEMISTRY, 2010, 53 (01) : 135 - 139
  • [25] Calixarene-based chiral primary amine thiourea promoted highly enantioselective asymmetric Michael reactions of α,α-disubstituted aldehydes with maleimides
    Durmaz, Mustafa
    Sirit, Abdulkadir
    TETRAHEDRON-ASYMMETRY, 2013, 24 (23) : 1443 - 1448
  • [26] Chiral Diol-Based Organocatalysts in Enantioselective Reactions
    Nguyen, Truong N.
    Chen, Po-An
    Setthakarn, Krit
    May, Jeremy A.
    MOLECULES, 2018, 23 (09):
  • [27] Enantioselective nickel-catalyzed conjugate addition of dialkylzinc to chalcones using chiral α-amino amides
    Escorihuela, Jorge
    Burguete, M. Isabel
    Luis, Santiago V.
    TETRAHEDRON LETTERS, 2008, 49 (48) : 6885 - 6888
  • [28] A Cation-Directed Enantioselective Sulfur-Mediated Michael/Mannich Three-Component Domino Reaction involving Chalcones as Michael Acceptors
    Ding, Ran
    Zheng, Bo
    Wang, Yan
    Peng, Yungui
    ORGANIC LETTERS, 2015, 17 (17) : 4128 - 4131
  • [29] Synthesis of (+)-Antroquinonol and Analogues by Using Enantioselective Michael Reactions of Benzoquinone Monoketals
    Hsu, Che-Sheng
    Fang, Jim-Min
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2016, 2016 (22) : 3809 - 3816
  • [30] Enantioselective nitro-Michael reactions catalyzed by short peptides on water
    Freund, Matthias
    Schenker, Sebastian
    Tsogoeva, Svetlana B.
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2009, 7 (20) : 4279 - 4284