Synthesis of new cyclopropylisonitriles and their applications in Ugi four-component reactions

被引:9
作者
Osipova, Anna
Yufit, Dmitrii S.
de Meijere, Armin
机构
[1] Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
[2] Univ Durham, Dept Chem, Durham DH1 3LE, England
来源
SYNTHESIS-STUTTGART | 2007年 / 01期
关键词
ring constructions; titanium chemistry; multicomponent reactions; dipeptides; isonitriles;
D O I
10.1055/s-2006-958927
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Several new cyclopropylisonitriles were synthesized from the corresponding cyclopropylamines (41-69% yield) and utilized in Ugi four-component reactions to famish 12 new dipeptides in 38-86% yield. The structures of four of these dipeptides were determined by X-ray crystallography.
引用
收藏
页码:131 / 139
页数:9
相关论文
共 14 条
  • [1] Titanium-mediated syntheses of cyclopropylamines
    de Meijere, A
    Kozhushkov, SI
    Savchenko, AI
    [J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2004, 689 (12) : 2033 - 2055
  • [2] de Meijere A, 2002, TITANIUM AND ZIRCONIUM IN ORGANIC SYNTHESIS, P390, DOI 10.1002/3527600671.ch11
  • [3] de Meijere A, 2002, CHEM-EUR J, V8, P3789, DOI 10.1002/1521-3765(20020816)8:16<3789::AID-CHEM3789>3.0.CO
  • [4] 2-R
  • [5] Dömling A, 2000, ANGEW CHEM INT EDIT, V39, P3168, DOI 10.1002/1521-3773(20000915)39:18<3168::AID-ANIE3168>3.0.CO
  • [6] 2-U
  • [7] Gensini M, 2002, EUR J ORG CHEM, V2002, P2499, DOI 10.1002/1099-0690(200208)2002:15<2499::AID-EJOC2499>3.0.CO
  • [8] 2-V
  • [9] 1,n-dicarbanionic titanium intermediates from monocarbanionic organometallics and their application in organic synthesis
    Kulinkovich, OG
    de Meijere, A
    [J]. CHEMICAL REVIEWS, 2000, 100 (08) : 2789 - 2834
  • [10] Ti-mediated synthesis of aminocyclopropyl-substituted carbohydrates
    Laroche, C
    Behr, JB
    Szymoniak, J
    Bertus, P
    Plantier-Royon, R
    [J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2005, 2005 (23) : 5084 - 5088