Syntheses and thermal reactivities of symmetrically and asymmetrically substituted acyclic enediynes: steric control of Bergman cyclization temperatures

被引:41
作者
Rawat, DS [1 ]
Zaleski, JM [1 ]
机构
[1] Indiana Univ, Dept Chem & Biochem, Bloomington, IN 47405 USA
关键词
D O I
10.1039/b007360l
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The steric influences of the functional groups at the termini of acyclic enediynes can dramatically affect the Bergman cyclization temperatures of the resulting compounds.
引用
收藏
页码:2493 / 2494
页数:2
相关论文
共 18 条
  • [1] Nitrogen substituted cyclic enediynes: synthesis, thermal reactivity and complexation with metal ions
    Basak, A
    Shain, JC
    Khamrai, UK
    Rudra, KR
    Basak, A
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2000, (12): : 1955 - 1964
  • [2] Metalloenediynes: Ligand field control of thermal Bergman cyclization reactions
    Benites, PJ
    Rawat, DS
    Zaleski, JM
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (30) : 7208 - 7217
  • [3] PALLADIUM-CATALYZED REACTION OF (E)-DICHLOROETHENE AND (Z)-DICHLOROETHENE WITH 1-ALKYNES - AN EFFICIENT STEREOSPECIFIC SYNTHESIS OF (E)-ENEDIYNES AND (Z)-ENEDIYNES
    CHEMIN, D
    LINSTRUMELLE, G
    [J]. TETRAHEDRON, 1994, 50 (18) : 5335 - 5344
  • [4] Choy N, 1999, HETEROCYCLES, V51, P13
  • [5] Structure and thermal reactivity of a novel Pd(0) metalloenediyne
    Coalter, NL
    Concolino, TE
    Streib, WE
    Hughes, CG
    Rheingold, AL
    Zaleski, JM
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (13) : 3112 - 3117
  • [6] THE STRUCTURE OF NEOCARZINOSTATIN CHROMOPHORE POSSESSING A NOVEL BICYCLO-[7,3,0]DODECADIYNE SYSTEM
    EDO, K
    MIZUGAKI, M
    KOIDE, Y
    SETO, H
    FURIHATA, K
    OTAKE, N
    ISHIDA, N
    [J]. TETRAHEDRON LETTERS, 1985, 26 (03) : 331 - 334
  • [7] ESPERAMICINS, A NOVEL CLASS OF POTENT ANTITUMOR ANTIBIOTICS .2. STRUCTURE OF ESPERAMICIN-X
    GOLIK, J
    CLARDY, J
    DUBAY, G
    GROENEWOLD, G
    KAWAGUCHI, H
    KONISHI, M
    KRISHNAN, B
    OHKUMA, H
    SAITOH, K
    DOYLE, TW
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (11) : 3461 - 3462
  • [8] KONIG B, 1996, J ORG CHEM, V61, P5258
  • [9] CRYSTAL AND MOLECULAR-STRUCTURE OF DYNEMICIN-A - A NOVEL 1,5-DIYN-3-ENE ANTITUMOR ANTIBIOTIC
    KONISHI, M
    OHKUMA, H
    TSUNO, T
    OKI, T
    VANDUYNE, GD
    CLARDY, J
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (09) : 3715 - 3716
  • [10] CALICHEMICINS, A NOVEL FAMILY OF ANTITUMOR ANTIBIOTICS .2. CHEMISTRY AND STRUCTURE OF CALICHEMICIN-GAMMA-1
    LEE, MD
    DUNNE, TS
    CHANG, CC
    ELLESTAD, GA
    SIEGEL, MM
    MORTON, GO
    MCGAHREN, WJ
    BORDERS, DB
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (11) : 3466 - 3468