ASYMMETRIC DIELS-ALDER REACTIONS OF ENANTIOPURE 1-METHOXY-3-(PHENYL-2-HYDROXYETHYLSULFINYL)-1,3-BUTADIENES

被引：28
|
作者：
AVERSA, MC [1 ]
BONACCORSI, P [1 ]
GIANNETTO, P [1 ]
JONES, DN [1 ]
机构：
[1] UNIV SHEFFIELD,DEPT CHEM,SHEFFIELD S3 7HF,S YORKSHIRE,ENGLAND
来源：
TETRAHEDRON-ASYMMETRY | 1994年 / 5卷 / 05期
关键词：
D O I：
10.1016/S0957-4166(00)86232-1
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
Enantiopure 1-methoxy-3-(1-phenyl- and 2-phenyl-2-hydroxyethylsulfinyl)-1,3-butadienes were prepared from ethyl maudelate. Diets-Alder reactions with methyl acrylate proceeded with complete regioselectivity and high diastereoselectivity.
引用
收藏
页码：805 / 808
页数：4
相关论文
共 50 条
  • [1] Synthesis and asymmetric Diels-Alder reactions of enantiopure 3-(alkylsulfinyl)-1-methoxy-1,3-butadienes
    Aversa, MC
    Barattucci, A
    Bonaccorsi, P
    Giannetto, P
    JOnes, DN
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (13): : 4376 - 4384
  • [2] ASYMMETRIC DIELS-ALDER REACTIONS WITH CHIRAL 2-METHYL-1-(1-ARYLETHOXY)-1,3-BUTADIENES
    RIEGER, R
    BREITMAIER, E
    [J]. SYNTHESIS-STUTTGART, 1990, (08): : 697 - 701
  • [3] Synthesis and Asymmetric Dieis-Alder Reactions of Enantiopure 3-(Alkylsulfinyl)-1-methoxy-1,3-butadienes
    [J]. J Org Chem, 13 (4376):
  • [4] An efficient synthesis of 2,3-disubstituted 1,3-butadienes for Diels-Alder reactions
    Yucel, AJ
    Reddy, MVR
    Rudd, MT
    Ramachandran, PV
    [J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1999, 217 : U387 - U387
  • [5] Racemic and asymmetric Diels-Alder reactions of 1-(2-oxazolidinon-3-yl)-3-siloxy-1,3-butadienes
    Janey, JM
    Iwama, T
    Kozmin, SA
    Rawal, VH
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (26): : 9059 - 9068
  • [6] REARRANGEMENT REACTIONS .3. SYNTHESES AND DIELS-ALDER REACTIONS OF 2-ALKYLAZO-SUBSTITUTED 1,3-BUTADIENES
    BANERT, K
    HAGEDORN, M
    [J]. TETRAHEDRON LETTERS, 1992, 33 (48) : 7331 - 7334
  • [7] 1-CYANO-1,3-BUTADIENES .4. DIELS-ALDER REACTIONS WITH DIENES
    SNYDER, HR
    POOS, GI
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1950, 72 (09) : 4096 - 4103
  • [8] FACILE SYNTHESES OF PRECURSORS OF 2-ALKYL-3-(TRIMETHYLSILYL)-1,3-BUTADIENES AND THEIR DIELS-ALDER REACTIONS
    CHOU, SSP
    CHENG, MC
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (04): : 967 - 969
  • [9] Preparation and Diels-Alder reactivity of 1-amino-3-siloxy-1,3-butadienes
    Kozmin, SA
    Rawal, VH
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (16): : 5252 - 5253
  • [10] REACTIVITY OF SUBSTITUTED 1,3-BUTADIENES IN DIELS-ALDER-REACTIONS
    RUCKER, C
    LANG, D
    SAUER, J
    FRIEGE, H
    SUSTMANN, R
    [J]. CHEMISCHE BERICHTE-RECUEIL, 1980, 113 (05): : 1663 - 1690
12345