Synthesis of heterocycles by radical cyclisation

被引:120
作者
Bowman, WR [1 ]
Fletcher, AJ [1 ]
Potts, GBS [1 ]
机构
[1] Univ Loughborough, Dept Chem, Loughborough LE11 3TU, Leics, England
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 2002年 / 24期
关键词
D O I
10.1039/b108582b
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of heterocycles by the radical cyclisation method was performed. The use of radical generating reagents are contrasted with Bu3SnH in the synthesis of biologically important γlactams using cyclisation of enamides. H-bonding was used to obtain moderate stereocontrol in 5-exo cyclisations for the synthesis of enantiopure 3-alkyl and 2, 3-dialkylpyrrolidines.
引用
收藏
页码:2747 / 2762
页数:16
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共 208 条
  • [71] A new cascade radical reaction for the synthesis of biaryls and triaryls from benzyl iodoaryl ethers
    Harrowven, DC
    Nunn, MIT
    Newman, NA
    Fenwick, DR
    [J]. TETRAHEDRON LETTERS, 2001, 42 (05) : 961 - 964
  • [72] A radical version of the bromine cyclization of alkenols
    Hartung, J
    Kneuer, R
    Kopf, TM
    Schmidt, P
    [J]. COMPTES RENDUS DE L ACADEMIE DES SCIENCES SERIE II FASCICULE C-CHIMIE, 2001, 4 (07): : 649 - 666
  • [73] Hartung J, 2001, EUR J ORG CHEM, V2001, P619
  • [74] Photoreactions of N-alkoxy-4-(p-chlorophenyl)thiazole-2(3H)-thiones with L-cysteine derivatives in aqueous solutions
    Hartung, J
    Kneuer, R
    Spehar, K
    [J]. CHEMICAL COMMUNICATIONS, 2001, (09) : 799 - 800
  • [75] A new route to spirooxindoles
    Hilton, ST
    Ho, TCT
    Pljevaljcic, G
    Jones, K
    [J]. ORGANIC LETTERS, 2000, 2 (17) : 2639 - 2641
  • [76] A tandem radical approach to the ABCE-rings of the Aspidosperma and Strychnos alkaloids
    Hilton, ST
    Ho, TCT
    Pljevaljcic, G
    Schulte, M
    Jones, K
    [J]. CHEMICAL COMMUNICATIONS, 2001, (02) : 209 - 210
  • [77] Radical cyclization strategies for the formation of ring constrained tricyclic tropane analogues
    Hoepping, A
    George, C
    Flippen-Anderson, J
    Kozikowski, AP
    [J]. TETRAHEDRON LETTERS, 2000, 41 (39) : 7427 - 7432
  • [78] Efficient strategy for the iterative synthesis of trans-fused polycyclic ether via SMI2-induced reductive intramolecular cyclization
    Hori, N
    Matsukura, H
    Matsuo, G
    Nakata, T
    [J]. TETRAHEDRON, 2002, 58 (10) : 1853 - 1864
  • [79] Biphasic manganese carbonyl reactions: a new approach to making carbon-carbon bonds
    Huther, N
    McGrail, PT
    Parsons, AF
    [J]. TETRAHEDRON LETTERS, 2002, 43 (14) : 2535 - 2538
  • [80] Inokuchi T, 2001, SYNLETT, P421