SYNTHESIS OF DIENALS BY CONDENSATION OF CARBONYL-COMPOUNDS WITH A NEW REAGENT, THE 4-LITHIO-1-TRIMETHYLSILOXYBUTADIENE

被引:18
作者
CONTRERAS, B [1 ]
DUHAMEL, L [1 ]
PLE, G [1 ]
机构
[1] UNIV ROUEN HAUTE NORMANDIE,CHIM ORGAN LAB,CNRS,UNITE RECH 464,BP 68,F-76134 MT ST AIGNAN,FRANCE
关键词
D O I
10.1080/00397919008051516
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Carbonyl compounds 2 are converted into conjugated dienals,3 in a one pot reaction, by a condensation with lithio-4 trimethylsiloxybutadiene, followed by a mild acidic hydrolysis. © 1990, Taylor & Francis Group, LLC. All rights reserved.
引用
收藏
页码:2983 / 2990
页数:8
相关论文
共 26 条
  • [1] ENANTIOSPECIFIC AND STEREOSPECIFIC SYNTHESIS OF LIPOXIN-A - STEREOCHEMICAL ASSIGNMENT OF THE NATURAL LIPOXIN-A AND ITS POSSIBLE BIOSYNTHESIS
    ADAMS, J
    FITZSIMMONS, BJ
    GIRARD, Y
    LEBLANC, Y
    EVANS, JF
    ROKACH, J
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (02) : 464 - 469
  • [2] APSIMON J, 1988, TOTAL SYNTHESIS NATU, V7, P141
  • [3] BAYLEY WJ, 1956, J ORG CHEM, V21, P328
  • [4] BERENGUER MJ, 1971, TETRAHEDRON LETT, P493
  • [5] BERENGUER MJ, 1971, TETRAHEDRON LETT, P495
  • [6] BOSCHELLI D, TETRAHEDRON LETT, V26, P5239
  • [7] SYNTHETIC ROUTES TO POLYFUNCTIONAL MOLECULES VIA METALLATED DIMETHYLHYDRAZONES
    COREY, EJ
    ENDERS, D
    [J]. CHEMISCHE BERICHTE-RECUEIL, 1978, 111 (04): : 1362 - 1383
  • [8] 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
  • [9] BETA-LITHIUM CONTAINING ENOL ETHERS - SYNTHESIS OF ALPHA-ETHYLENIC ALDEHYDES
    DUHAMEL, L
    TOMBRET, F
    MOLLIER, Y
    [J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1985, 280 (01) : 1 - 16
  • [10] 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