A novel access to highly functionalised β-lactams by regio- and stereoselective 1,3-dipolar cycloaddition reaction

被引：32
|
作者：
Arumugam, N [1 ]
Jayashankaran, J [1 ]
Manian, RDRS [1 ]
Raghunathan, R [1 ]
机构：
[1] Univ Madras, Dept Organ Chem, Madras 600025, Tamil Nadu, India
来源：
TETRAHEDRON | 2005年 / 61卷 / 35期
关键词：
cycloaddition; beta-lactam; azomethine ylide;
D O I：
10.1016/j.tet.2005.06.029
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A highly regio- and stereoselective synthesis of novel spiro containing beta-lactam and oxazolone moieties under two different conditions is achieved using [3 + 2] cycloaddition methodoly in moderate to good yield. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码：8512 / 8516
页数：5
相关论文
共 50 条
  • [41] The Huisgen Reaction: Milestones of the 1,3-Dipolar Cycloaddition
    Breugst, Martin
    Reissig, Hans-Ulrich
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2020, 59 (30) : 12293 - 12307
  • [42] The Reactivity of Addends in the 1,3-Dipolar Cycloaddition Reaction
    Samuilovand, Ya.D.
    Konovalov, A.I.
    Russian Chemical Reviews, 1984, 53 (04) : 332 - 342
  • [43] OESTERS OF TRINITROMETHANE IN REACTION OF 1,3-DIPOLAR CYCLOADDITION
    TARTAKOV.VA
    CHLENOV, IE
    LAGODZIN.GV
    NOVIKOV, SS
    DOKLADY AKADEMII NAUK SSSR, 1965, 161 (01): : 136 - &
  • [44] NEW PERIPHERAL 1,3-DIPOLAR CYCLOADDITION REACTION
    KANEMASA, S
    FUKUDA, N
    KOBIRA, S
    KAJIGAESHI, S
    HETEROCYCLES, 1981, 16 (01) : 165 - 165
  • [45] NITROFORMONITRILE OXIDE IN THE REACTION OF 1,3-DIPOLAR CYCLOADDITION
    OVCHINNIKOV, IV
    POPOV, NA
    MAKHOVA, NN
    KHMELNITSKII, LI
    SHLYAPOCHNIKOV, VA
    MENDELEEV COMMUNICATIONS, 1995, (06) : 231 - 232
  • [46] Regio- and Stereoselectivity in the 1,3-Dipolar Cycloaddition Reactions of Isoquinolinium Ylides with Cyclopenta[a]acenaphthylen-8-ones
    Yavari, Issa
    Ravaghi, Parisa
    Safaei, Maryam
    Kayanian, Jasmine
    SYNLETT, 2020, 31 (17) : 1691 - 1695
  • [47] Versatile spirocyclic glycine-based nitrones and their highly stereoselective 1,3-dipolar cycloaddition
    Cheng, Shangli
    Wu, Huimin
    Hu, Xianmin
    SYNTHETIC COMMUNICATIONS, 2007, 37 (1-3) : 297 - 308
  • [48] Facile Method for 1,3-Dipolar Cycloaddition Reaction of Azomethine Ylides: Highly Stereoselective Synthesis of Substituted Pyrrolidine Derivatives
    Yavuz, Serkan
    Ozkan, Hamdi
    Tok, Gulcin
    Disli, Ali
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2013, 50 (06) : 1437 - 1440
  • [49] Chemo-, regio-, and stereoselectivity in 1,3-dipolar cycloaddition of piperine with nitrones. A cycloadditive route to aminoalcohols
    Wojtowicz-Rajchel, Hanna
    Kazmierczak, Marcin
    NEW JOURNAL OF CHEMISTRY, 2020, 44 (15) : 6015 - 6025
  • [50] Highly Efficient and Stereoselective Construction of Bispirooxindole Derivatives via a Three-Component 1,3-Dipolar Cycloaddition Reaction
    Xu, Qin
    Wang, De
    Wei, Yin
    Shi, Min
    CHEMISTRYOPEN, 2014, 3 (03): : 93 - 98
12345