REGIOCHEMICAL AND STEREOCHEMICAL VARIATIONS IN DIELS-ALDER REACTIONS

被引:17
作者
ARSENIYADIS, S [1 ]
RODRIGUEZ, R [1 ]
YASHUNSKY, DV [1 ]
CAMARA, J [1 ]
OURISSON, G [1 ]
机构
[1] UNIV STRASBOURG 1,CNRS,CHIM ORGAN SUBSTANCES NAT LAB,F-67084 STRASBOURG,FRANCE
关键词
D O I
10.1016/S0040-4039(00)76983-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The AB+D --> ABCD approach for the synthesis of the tetracyclic intermediates 3-6 is reinvestigated. Water, high-pressure, LiCl and scandium triflate-mediated Diels-Alder reactions of 1 and 2 are reported.
引用
收藏
页码:4843 / 4846
页数:4
相关论文
共 11 条
  • [1] TRITERPENE ALCOHOL ISOLATION FROM OIL SHALE
    ALBRECHT, P
    OURISSON, G
    [J]. SCIENCE, 1969, 163 (3872) : 1192 - &
  • [2] ALDER K, 1951, LIEBIGS ANN CHEM, V571, P87
  • [3] DIELS-ALDER APPROACHES TO PENTACYCLIC TRITERPENES OF THE ARBORANE AND THE FERNANE FAMILIES
    ARSENIYADIS, S
    RODRIGUEZ, R
    CAMARA, J
    GUITTET, E
    TOUPET, L
    [J]. TETRAHEDRON LETTERS, 1993, 34 (07) : 1141 - 1144
  • [4] SYNTHETIC APPROACHES TO PENTACYCLIC TRITERPENES OF THE ARBORANE FAMILY .2. TETRACYCLIC INTERMEDIATES
    ARSENIYADIS, S
    RODRIGUEZ, R
    SPANEVELLO, R
    CAMARA, J
    THOMPSON, A
    GUITTET, E
    OURISSON, G
    [J]. TETRAHEDRON, 1992, 48 (07) : 1255 - 1262
  • [5] HYDROPHOBIC EFFECTS ON SIMPLE ORGANIC-REACTIONS IN WATER
    BRESLOW, R
    [J]. ACCOUNTS OF CHEMICAL RESEARCH, 1991, 24 (06) : 159 - 164
  • [6] BRESLOW R, 1980, J AM CHEM SOC, V102, P7816
  • [7] DASTILLUNG M, 1980, J CHEM RES S, V168, P2353
  • [8] SCANDIUM TRIFLUOROMETHANESULFONATE (SC(OTF)3) - A NOVEL REUSABLE CATALYST IN THE DIELS-ALDER REACTION
    KOBAYASHI, S
    HACHIYA, I
    ARAKI, M
    ISHITANI, H
    [J]. TETRAHEDRON LETTERS, 1993, 34 (23) : 3755 - 3758
  • [9] PREDICTIVE MICROBIAL BIOCHEMISTRY - FROM MOLECULAR FOSSILS TO PROCARYOTIC MEMBRANES
    OURISSON, G
    ALBRECHT, P
    ROHMER, M
    [J]. TRENDS IN BIOCHEMICAL SCIENCES, 1982, 7 (07) : 236 - 239
  • [10] HOPANOIDS .2. BIOHOPANOIDS - A NOVEL CLASS OF BACTERIAL LIPIDS
    OURISSON, G
    ROHMER, M
    [J]. ACCOUNTS OF CHEMICAL RESEARCH, 1992, 25 (09) : 403 - 408