EFFICIENT METAL SALT CATALYZED AZIDOLYSIS OF EPOXIDES WITH SODIUM-AZIDE IN ACETONITRILE

被引:108
作者
CHINI, M [1 ]
CROTTI, P [1 ]
MACCHIA, F [1 ]
机构
[1] UNIV PISA,DIPARTIMENTO CHIM BIOORGAN,VIA BONANNO 33,I-56100 PISA,ITALY
关键词
D O I
10.1016/S0040-4039(00)97921-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new, simple, efficent, completely anti stereoselective method for the azidolysis of 1,2 epoxides with NaN3 in acetonitrile, by means of metal salts, is described. The use of a non-protiu solvent makes this method very competitive with the other methods previously reported. © 1990.
引用
收藏
页码:5641 / 5644
页数:4
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    YAMASHITA, S
    NISHIKAWA, T
    YOKOYAMA, Y
    INABA, M
    MORIWAKE, T
    [J]. TETRAHEDRON LETTERS, 1989, 30 (31) : 4153 - 4156
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    SAITO, S
    NISHIKAWA, T
    YOKOYAMA, Y
    MORIWAKE, T
    [J]. TETRAHEDRON LETTERS, 1990, 31 (02) : 221 - 224
  • [13] AZIDES - THEIR PREPARATION AND SYNTHETIC USES
    SCRIVEN, EFV
    TURNBULL, K
    [J]. CHEMICAL REVIEWS, 1988, 88 (02) : 297 - 368
  • [14] REGIOSELECTIVE OPENING OF EPOXIDE RINGS WITH ME3SIN3 CATALYZED BY TI(O-IPR)4
    SINOU, D
    EMZIANE, M
    [J]. TETRAHEDRON LETTERS, 1986, 27 (37) : 4423 - 4426
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    SUTOWARDOYO, K
    EMZIANE, M
    SINOU, D
    [J]. TETRAHEDRON LETTERS, 1989, 30 (35) : 4673 - 4676