Reductive coupling of carbonyl compounds using silole and germole dianions

被引:7
|
作者
Liu, YX [1 ]
Ballweg, D [1 ]
West, R [1 ]
机构
[1] Univ Wisconsin, Dept Chem, Organosilicon Res Ctr, Madison, WI 53706 USA
关键词
Aldehydes - Germanium - Ketones - Negative ions - Reduction - Silicon - Stereochemistry;
D O I
10.1021/om0106837
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Reductive coupling of aryl aldehydes and ketones is induced by silole and germole dianions at -78 °C in THF, and 1,2-diols are obtained as the only or major products.
引用
收藏
页码:5769 / 5770
页数:2
相关论文
共 50 条
  • [21] REDUCTIVE COUPLING OF ALLYLIC ACETATES WITH CARBONYL-COMPOUNDS BY USING PD(O)-SMI2 SYSTEM
    TABUCHI, T
    INANAGA, J
    YAMAGUCHI, M
    TETRAHEDRON LETTERS, 1986, 27 (10) : 1195 - 1196
  • [22] Mg-promoted reductive coupling of aromatic carbonyl compounds with trimethylsilyl chloride and bis(chlorodimethylsilyl) compounds
    Uchida, T
    Kita, Y
    Maekawa, H
    Nishiguchi, I
    TETRAHEDRON, 2006, 62 (13) : 3103 - 3111
  • [23] REDUCTIVE COUPLING OF CARBONYL-COMPOUNDS BY LOW-VALENT TITANIUM SPECIES - A REVIEW
    FINOCCHIARO, P
    LIBERTINI, E
    RECCA, A
    CHIMICA & L INDUSTRIA, 1982, 64 (10): : 644 - 654
  • [24] A SIMPLE AND EFFICIENT NEW SYNTHESIS OF VICINAL DIOLS BY REDUCTIVE COUPLING OF CARBONYL-COMPOUNDS
    CSUK, R
    FURSTNER, A
    WEIDMANN, H
    JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1986, (24) : 1802 - 1803
  • [25] Stereoselective reductive coupling of carbonyl compounds by a Sm/Et2AlI system
    Nishiyama, Y
    Shinomiya, E
    Kimura, S
    Itoh, K
    Sonoda, N
    TETRAHEDRON LETTERS, 1998, 39 (22) : 3705 - 3708
  • [26] The reductive etherification of carbonyl compounds using polymethylhydrosiloxane activated by molecular iodine
    Yadav, J. S.
    Reddy, B. V. Subba
    Shankar, K. Shiva
    Swamy, T.
    TETRAHEDRON LETTERS, 2010, 51 (01) : 46 - 48
  • [27] Reductive coupling of diisopropylcarbodiimide by a dirhenium carbonyl complex
    Adams, Richard D.
    Dhull, Poonam
    Parr, Joseph M.
    Tedder, Jonathan D.
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2019, 897 : 89 - 94
  • [28] REDUCTIVE COUPLING OF AROMATIC COMPOUNDS
    DANNELS, BF
    SHEPARD, AF
    JOURNAL OF CATALYSIS, 1969, 15 (02) : 106 - &
  • [29] Intermolecular Metal-Catalyzed Reductive Coupling of Dienes, Allenes, and Enynes with Carbonyl Compounds and Imines
    Holmes, Michael
    Schwartz, Leyah A.
    Krische, Michael J.
    CHEMICAL REVIEWS, 2018, 118 (12) : 6026 - 6052
  • [30] MG-PROMOTED REDUCTIVE CROSS-COUPLING OF CARBONYL-COMPOUNDS WITH TRIMETHYLSILYL CHLORIDE
    ISHINO, Y
    MAEKAWA, H
    TAKEUCHI, H
    SUKATA, K
    NISHIGUCHI, I
    CHEMISTRY LETTERS, 1995, (09) : 829 - 830