学术探索
学术期刊
新闻热点
数据分析
智能评审

CONJUGATE-ELIMINATION ON UNSATURATED ACETALS - A ONE-STEP ROUTE TO FUNCTIONALIZED 1,3-DIENES

被引：19
作者：
MADDALUNO, J
GAONACH, O
LEGALLIC, Y
DUHAMEL, L
机构：
[1] UNIV ROUEN,FAC SCI & TECH,CNRS,UNITE RECH ASSOCIE,F-76821 MONT ST AIGNAN,FRANCE
[2] UNIV ROUEN,IRCOF,F-76821 MONT ST AIGNAN,FRANCE
来源：
TETRAHEDRON LETTERS | 1995年 / 36卷 / 47期
关键词：
D O I：
10.1016/0040-4039(95)01832-3
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
gamma-Functionalized alpha,beta-unsaturated dimethyl acetals undergo a methanol delta-elimination upon basic treatment, leading to 1,4-disubstituted 1,3-dienes in good yields and, in several cases, with high stereocontrol of the newly formed double bonds.
引用
收藏
页码：8591 / 8594
页数：4
相关论文
共 24 条
  • [1] ANCEL JE, 1992, THESIS U ROUEN
  • [2] REGIOCONTROLLED AND STEREOCONTROLLED STANNYLMETALLATION OF 3,3-DIETHOXY-PROP-1-YNE AND 4,4-DIETHOXY-BUT-1-YNE - AN EFFICIENT ACCESS TO THE CORRESPONDING VINYLTINS WITH FIXED CONFIGURATIONS
    BEAUDET, I
    PARRAIN, JL
    QUINTARD, JP
    [J]. TETRAHEDRON LETTERS, 1991, 32 (44) : 6333 - 6336
  • [3] CROWN THIOETHER CHEMISTRY
    COOPER, SR
    [J]. ACCOUNTS OF CHEMICAL RESEARCH, 1988, 21 (04) : 141 - 146
  • [4] A NEW REAGENT OF PRENYLATION - 1-LITHIO-2-METHYL-4-TRIMETHYLSILOXY-BUTADIENE
    DUHAMEL, L
    DUHAMEL, P
    LECOUVE, JP
    [J]. TETRAHEDRON, 1987, 43 (19) : 4339 - 4348
  • [5] A NEW PRENYLATION METHOD USING THE LITHIUM ENOLATE OF PRENAL - REACTION WITH POLYUNSATURATED ALDEHYDES - A SHORT ACCESS TO RETINAL
    DUHAMEL, L
    GUILLEMONT, J
    POIRIER, JM
    CHABARDES, P
    [J]. TETRAHEDRON LETTERS, 1991, 32 (35) : 4499 - 4500
  • [6] POLYUNSATURATED ALDEHYDES BY DIRECT POLYVINYLOGATION OF CARBONYL-COMPOUNDS USING FUNCTIONALIZED PHOSPHONATES
    DUHAMEL, L
    GUILLEMONT, J
    LEGALLIC, Y
    PLE, G
    POIRIER, JM
    RAMONDENC, Y
    CHABARDES, P
    [J]. TETRAHEDRON LETTERS, 1990, 31 (22) : 3129 - 3132
  • [7] A NEW PRENYLATION METHOD USING THE LITHIUM ENOLATE OF PRENAL - REACTION WITH ALDEHYDES AND ALPHA,BETA-UNSATURATED ALDEHYDES
    DUHAMEL, L
    GUILLEMONT, J
    POIRIER, JM
    CHABARDES, P
    [J]. TETRAHEDRON LETTERS, 1991, 32 (35) : 4495 - 4498
  • [8] THE OSM (OXIDATION-STATE MODIFICATION) CONCEPT - APPLICATION TO A NEW AND RAPID SYNTHESIS OF RETINOIDS
    DUHAMEL, L
    DUHAMEL, P
    ANCEL, JE
    [J]. TETRAHEDRON LETTERS, 1994, 35 (08) : 1209 - 1210
  • [9] DUHAMEL L, 1992, TETRAHEDRON, V42, P9237
  • [10] A MILD AND DIRECT OXIDATION OF DIENOL THIOETHERS INTO KETENE DITHIOACETALS
    FREIDANCK, F
    MADDALUNO, JF
    GAONACH, O
    DUHAMEL, L
    [J]. TETRAHEDRON LETTERS, 1993, 34 (24) : 3871 - 3874
123