Cathodic coupling of ketones with ethoxyvinylsilanes. Useful method for the synthesis of 1,3-diols

被引：0
|
作者：
Kashimura, S
Ishifune, M
Murai, Y
Shono, T
机构：
[1] KINKI UNIV, DEPT APPL CHEM, HIGASHIOSAKA, OSAKA 577, JAPAN
[2] KINKI UNIV, SCI & TECHNOL RES INST, HIGASHIOSAKA, OSAKA 577, JAPAN
来源：
CHEMISTRY LETTERS | 1996年 / 04期
关键词：
D O I：
10.1246/cl.1996.309
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Cathodic coupling of ketones with ethoxydimethylvinylsilanes takes place regioselectively at the position beta to ethoxydimethylsilyl group and affords 1-oxa-2-silacyclopentane derivatives as products which are easily transformed to 1,3-diols by oxidative desilylation.
引用
收藏
页码：309 / 310
页数：2
相关论文
共 50 条
  • [1] Stereoselective synthesis of 1,3-diols
    Bode, SE
    Wolberg, M
    Müller, M
    SYNTHESIS-STUTTGART, 2006, (04): : 557 - 588
  • [2] SELECTIVE DEHYDRATION OF 1,3-DIOLS TO KETONES CATALYZED BY RHODIUM COMPOUNDS
    KANEDA, K
    WAYAKU, M
    IMANAKA, T
    TERANISHI, S
    CHEMISTRY LETTERS, 1976, (03) : 231 - 232
  • [3] Reaction of α,β-unsaturated ketones with LiAlH4 under oxygen:: synthesis of 1,3-diols
    Csáky, AG
    Máximo, N
    Plumet, J
    Rámila, A
    TETRAHEDRON LETTERS, 1999, 40 (35) : 6485 - 6487
  • [4] A method for the stereospecific conversion of 1,3-diols into oxetanes
    Aftab, T
    Carter, C
    Hart, J
    Nelson, A
    TETRAHEDRON LETTERS, 1999, 40 (49) : 8679 - 8683
  • [5] STEREOSELECTIVE SYNTHESIS OF FUNCTIONALIZED ERYTHRO/1,3-DIOLS
    MOHR, P
    TAMM, C
    TETRAHEDRON LETTERS, 1987, 28 (04) : 391 - 394
  • [6] REDUCTION OF BETA-HYDROXY KETONES WITH CATECHOLBORANE - A STEREOSELECTIVE APPROACH TO THE SYNTHESIS OF SYN 1,3-DIOLS
    EVANS, DA
    HOVEYDA, AH
    JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (18): : 5190 - 5192
  • [7] STEREOSELECTIVE REDUCTION OF BETA-ALKOXY KETONES - A SYNTHESIS OF SYN-1,3-DIOLS
    MORI, Y
    KUHARA, M
    TAKEUCHI, A
    SUZUKI, M
    TETRAHEDRON LETTERS, 1988, 29 (42) : 5419 - 5422
  • [8] ACETALS AND KETALS OF 1,3-DIOLS
    CONRAD, WE
    CONRAD, HM
    GESNER, BD
    LEVASSEUR, LA
    MURPHY, RF
    JOURNAL OF ORGANIC CHEMISTRY, 1961, 26 (09): : 3571 - &
  • [9] Chromium-catalyzed asymmetric synthesis of 1,3-diols
    Hong-Tao Ji
    Qing-Shan Tian
    Jian-Nan Xiang
    Guo-Zhu Zhang
    ChineseChemicalLetters, 2017, 28 (06) : 1182 - 1184
  • [10] THE CLEAVAGE REACTION OF 1,3-DIOLS .3. THE SYNTHESIS OF A PAIR OF DIASTEREOMERIC DITERTIARY 1,3-DIOLS AND AN EFFECT OF CONFIGURATION ON MODE OF CLEAVAGE
    ZIMMERMAN, HE
    ENGLISH, J
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1954, 76 (09) : 2294 - 2300
12345