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
来源：
ORGANIC LETTERS | 2007年 / 9卷 / 20期
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
  • [41] Bromodimethylsulfonium Bromide (BDMS)-catalyzed Synthesis of Substituted Pyrroles through a One-pot Four-component Reaction
    Bagdi, Prasanta Ray
    Basha, R. Sidick
    Lal, Mohan
    Khan, Abu T.
    CHEMISTRY LETTERS, 2013, 42 (08) : 939 - 941
  • [42] A one-pot four-component synthesis of pyrrolo[1,2-a]quinolines
    Adib, Mehdi
    Azimzadeh, Marjan
    Rahimi-Nasrabadi, Mehdi
    Zhu, Long-Guan
    JOURNAL OF CHEMICAL RESEARCH, 2014, (07) : 423 - 426
  • [43] Solvent-free one-pot synthesis of highly functionalized benzothiazolediamides via Ugi four-component reaction
    Sheikholeslami-Farahani, F.
    Shahvelayati, A. S.
    BULGARIAN CHEMICAL COMMUNICATIONS, 2015, 47 (03): : 830 - 836
  • [44] A Remarkable One-Pot Sequential Four-Component Synthesis of Tetrahydroquinazolines via an Isocyanide-Based Multicomponent Reaction
    Shaabani, Ahmad
    Mahyari, Mojtaba
    Aghaei, Morteza
    Keshipour, Sajjad
    Ng, Seik Weng
    SYNLETT, 2013, 24 (15) : 1968 - 1972
  • [45] A one-pot synthesis of 1,2-dihydroisoquinoline derivatives from isoquinoline via a four-component reaction
    Alizadeh, Abdolali
    Zohreh, Nasrin
    HELVETICA CHIMICA ACTA, 2008, 91 (05) : 844 - 849
  • [46] Asymmetric One-Pot Four-Component Coupling Reaction: Synthesis of Substituted Tetrahydropyrans Catalyzed by Diphenylprolinol Silyl Ether
    Ishikawa, Hayato
    Sawano, Satoshi
    Yasui, Yusuke
    Shibata, Yusuke
    Hayashi, Yujiro
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (16) : 3774 - 3779
  • [47] Ionic Liquid as a Green Media for the One-Pot Synthesis of New α-Thiazolodepsipeptide Derivatives via a Four-Component Reaction
    Shahvelayati, Ashraf S.
    Ashouri, Akram
    Delbari, Akram S.
    LETTERS IN ORGANIC CHEMISTRY, 2016, 13 (02) : 100 - 106
  • [48] Novel four-component reaction towards diastereoselective synthesis of tetrahydropyrimidinthiones
    Wan, Jie-Ping
    Wang, Chunping
    Pan, Yuanjiang
    TETRAHEDRON, 2011, 67 (05) : 922 - 926
  • [49] Solvent-Free Synthesis of Hydrazine-Substituted Enaminones via a One-Pot Four-Component Reaction
    Alizadeh, Abdolali
    Babaki, Mohadeseh
    Zohreh, Nasrin
    SYNTHESIS-STUTTGART, 2008, (20): : 3295 - 3298
  • [50] Chemoselective synthesis of fully substituted pyrroles via a one-pot four-component isocyanide-based reaction
    Nazeri, Mohammad Taghi
    Shaabani, Ahmad
    Notash, Behrouz
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2021, 19 (16) : 3722 - 3734
12345