Diastereoselective synthesis of γ-lactams by a one-pot, four-component reaction

被引:58
|
作者
Wei, Jingqiang
Shaw, Jared T.
机构
[1] Broad Inst Harvard, Cambridge, MA 02142 USA
[2] MIT, Cambridge, MA 02142 USA
关键词
D O I
10.1021/ol701911u
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new one-pot, four-component reaction (4CR) between amines, maleic anhydrides, aldehydes, and thiols has been discovered to form tetraand pentasubstituted gamma-lactams with high diastereoselectivity. Each component is independently variable and employed in equivalent stoichiometry, producing only water as a byproduct.
引用
收藏
页码:4077 / 4080
页数:4
相关论文
共 50 条
  • [22] Synthesis of pyrimido[6,1-a]isoquinolines via a one-pot, four-component reaction
    Alizadeh, Abdolali
    Rezvanian, Atieh
    Zhu, Log-Guan
    TETRAHEDRON, 2010, 66 (34) : 6924 - 6927
  • [23] A one-pot four-component (ABC2) synthesis of macrocycles
    Janvier, P
    Bois-Choussy, M
    Bienaymé, H
    Zhu, JP
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (07) : 811 - 814
  • [24] One-pot, four-component synthesis of spiroindoloquinazoline derivatives as phospholipase inhibitors
    Beyrati, Maryam
    Forutan, Maryam
    Hasaninejad, Alireza
    Rakovsky, Erik
    Babaei, Somayyeh
    Maryamabadi, Ammar
    Mohebbi, Gholamhossein
    TETRAHEDRON, 2017, 73 (34) : 5144 - 5152
  • [25] One-pot synthesis of divalent and trivalent cluster mannosides via Ugi four-component reaction
    Zhang, XR
    Li, YX
    Chu, SD
    Yu, KY
    Guan, HS
    CHINESE CHEMICAL LETTERS, 2003, 14 (11) : 1130 - 1132
  • [26] Green synthesis of new thiouracilodepsipeptides in ionic liquid: One-pot four-component reaction of isocyanides
    Shahvelayati, Ashraf S.
    JOURNAL OF THE CHINESE CHEMICAL SOCIETY, 2019, 66 (10) : 1375 - 1380
  • [27] One-pot, asymmetric and diastereoselective four-component synthesis of polyfunctional (Z)-alkenyl methyl sulfones with three stereogenic centers
    Narkevitch, V
    Vogel, P
    Schenk, K
    HELVETICA CHIMICA ACTA, 2002, 85 (06) : 1674 - 1685
  • [28] Three Complementary One-Pot Four-Component Reaction Sequences for Rapid, General and Direct Spiropyran Synthesis
    Hughes-Whiffing, Christopher A. A.
    Perry, Alexis
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2023, 26 (02)
  • [29] A synthesis of spirofuran-indenoquinoxalines via isocyanid-based one-pot four-component reaction
    Sabouri, Nahid
    Mandavinia, Gholatn Hossein
    Notash, Behrouz
    CHINESE CHEMICAL LETTERS, 2016, 27 (07) : 1040 - 1043
  • [30] One-Pot Synthesis of Hexahydroquinolines via Hantzsch Four-Component Reaction Catalyzed by a Cheap Amino Alcohol
    Song, Shao-Jun
    Shan, Zi-Xing
    Jin, Yong
    SYNTHETIC COMMUNICATIONS, 2010, 40 (20) : 3067 - 3077