CYCLOADDITION OF NITRILE OXIDES TO HOMOCHIRAL VINYL ETHERS

被引:25
|
作者
BOA, AN [1 ]
DAWKINS, DA [1 ]
HERGUETA, AR [1 ]
JENKINS, PR [1 ]
机构
[1] UNIV LEICESTER,DEPT CHEM,LEICESTER LE1 7RH,ENGLAND
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1994年 / 08期
关键词
D O I
10.1039/p19940000953
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In the [3 + 2] cycloaddition of a range of nitrile oxides with homochiral vinyl ethers the diastereoselectivity observed is dependent on the chiral auxiliary used. A brief comparison is made with the diastereoselectivity of the corresponding [4 + 2] nitrosoalkene cycloaddition, and also to the nitrile oxide cycloaddition to chiral acrylic acid esters bearing the most successful auxiliaries from the vinyl ether study.
引用
收藏
页码:953 / 960
页数:8
相关论文
共 50 条
  • [1] CYCLOADDITION OF NITRILE OXIDES TO HOMOCHIRAL VINYL ETHERS
    BOA, AN
    BOOTH, SE
    DAWKINS, DA
    JENKINS, PR
    FAWCETT, J
    RUSSELL, DR
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1993, (12): : 1277 - 1278
  • [2] STEREOSELECTIVE CYCLOADDITION OF NITRILE OXIDES TO 4-VINYL-OXAZOLINES AND 4-VINYL-OXAZOLIDINES
    BOYD, EC
    PATON, RM
    TETRAHEDRON LETTERS, 1993, 34 (19) : 3169 - 3172
  • [3] Intermolecular 1,3-dipolar cycloaddition of nitrile oxides with vinyl acetate and acrylonitrile
    Rai, KML
    Hassner, A
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1997, 36 (03): : 242 - 245
  • [4] Cycloaddition of nitrile oxides to substituted vinylphosphonates
    Ye, Y
    Xu, GY
    Zheng, Y
    Liu, LZ
    HETEROATOM CHEMISTRY, 2003, 14 (04) : 309 - 311
  • [5] Cycloaddition of nitrile oxides to unsaturated phosphonates
    Department of Chemistry, Korea Adv. Inst. Sci. and Technol., 373-1, Kusong Dong, Yusong Gu, Taejon, 305-701, Korea, Republic of
    不详
    Synth. Commun., 20 (3621-3626):
  • [6] CYCLOADDITION REACTIONS OF NITRILE OXIDES WITH ALKENES
    EASTON, CJ
    HUGHES, CMM
    SAVAGE, GP
    SIMPSON, GW
    ADVANCES IN HETEROCYCLIC CHEMISTRY, VOL 60, 1994, 60 : 261 - 327
  • [7] Cycloaddition of nitrile oxides to unsaturated phosphonates
    Lee, SY
    Lee, BS
    Lee, CW
    Oh, DY
    SYNTHETIC COMMUNICATIONS, 1999, 29 (20) : 3621 - 3626
  • [8] Cycloaddition of nitrile oxides to [60]fullerene
    DaRos, T
    Prato, M
    Novello, F
    Maggini, M
    DeAmici, M
    De Micheli, C
    CHEMICAL COMMUNICATIONS, 1997, (01) : 59 - 60
  • [9] The diastereoselective cycloaddition of vinyl ethers with isomunchnones
    Savinov, SN
    Austin, DJ
    CHEMICAL COMMUNICATIONS, 1999, (18) : 1813 - 1814
  • [10] Cycloaddition of benzynes and nitrile oxides: synthesis of benzisoxazoles
    Crossley, James A.
    Browne, Duncan L.
    TETRAHEDRON LETTERS, 2010, 51 (17) : 2271 - 2273