A straightforward synthesis of symmetrical polyendiynes by dimerization reactions of silyl derivatives

被引:10
作者
Babudri, F [1 ]
Fiandanese, V [1 ]
Marchese, G [1 ]
Punzi, A [1 ]
机构
[1] Univ Bari, Dipartmento Chim, Ctr CNR Metodol Innovat Sintesi Organ, I-70126 Bari, Italy
关键词
silicon and compounds; dimerization; diynes;
D O I
10.1016/S0022-328X(98)00724-4
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A straightforward synthesis of polyendiynes is described. The method is based upon a simple dimerization reaction of silylated enynes in the presence of copper salts. A variety of polyunsaturated compounds have been obtained in high yields and with high retention of configuration. (C) 1998 Elsevier Science S.A. All rights reserved.
引用
收藏
页码:251 / 257
页数:7
相关论文
共 23 条
  • [1] DIASTEREOSELECTIVE SYN OR ANTI OPENING OF PROPARGYLIC EPOXIDES - SYNTHESIS OF ALPHA-ALLENIC ALCOHOLS
    ALEXAKIS, A
    MAREK, I
    MANGENEY, P
    NORMANT, JF
    [J]. TETRAHEDRON, 1991, 47 (09) : 1677 - 1696
  • [2] PALLADIUM-CATALYZED DIASTEREOSELECTIVE SYNTHESES OF (E)-1-TRIMETHYLSILYL-2-ALKENES, (E)-1-TRIMETHYLSILYL-1-ALKEN-3-YNES, (1E,5E)-1-TRIMETHYLSILYL-1,5-ALKADIEN-3-YNES, (1E,3Z)- AND (1E,3E)-1-TRIMETHYLSILYL-1,3-ALKADIENES
    ANDREINI, BP
    CARPITA, A
    ROSSI, R
    SCAMUZZI, B
    [J]. TETRAHEDRON, 1989, 45 (17) : 5621 - 5640
  • [3] Angeletti E., 1956, GAZZ CHIM ITAL, V86, P406
  • [4] Highly stereoselective synthesis of conjugated polyenes via a homocoupling reaction of unsaturated silanes
    Babudri, F
    Cicciomessere, AR
    Farinola, GM
    Fiandanese, V
    Marchese, G
    Musio, R
    Naso, F
    Sciacovelli, O
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (10) : 3291 - 3298
  • [5] A NEW STRAIGHTFORWARD AND GENERAL-APPROACH TO DIENAMIDE NATURAL-PRODUCTS
    BABUDRI, F
    FIANDANESE, V
    NASO, F
    PUNZI, A
    [J]. TETRAHEDRON LETTERS, 1994, 35 (13) : 2067 - 2070
  • [6] BABUDRI F, 1995, SYNLETT, P817
  • [7] CONJUGATED POLYENE SYNTHESIS VIA DISILYL DERIVATIVES - A DIRECT ACCESS TO OSTOPANIC ACID, A PLANT ANTICANCER AGENT, AND TO (6E)-LTB3 LEUKOTRIENE
    BABUDRI, F
    FIANDANESE, V
    NASO, F
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (21) : 6245 - 6248
  • [8] A GENERAL-APPROACH TO CONJUGATED (E,E)-DIENES THROUGH SEQUENTIAL COUPLING REACTIONS
    BABUDRI, F
    FIANDANESE, V
    MAZZONE, L
    NASO, F
    [J]. TETRAHEDRON LETTERS, 1994, 35 (47) : 8847 - 8850
  • [9] A straightforward route to polyenylsilanes by palladium- or nickel-catalyzed cross-coupling reactions
    Babudri, F
    Farinola, GM
    Fiandanese, V
    Mazzone, L
    Naso, F
    [J]. TETRAHEDRON, 1998, 54 (07) : 1085 - 1094
  • [10] MACROCYCLIC ACETYLENIC COMPOUNDS .1. CYCLOTETRADECA-1,3-DIYNE AND RELATED COMPOUNDS
    EGLINTON, G
    GALBRAITH, AR
    [J]. JOURNAL OF THE CHEMICAL SOCIETY, 1959, (MAR): : 889 - 896