PALLADIUM-CATALYZED INTRAMOLECULAR ZINC-ENE REACTIONS

被引：6
|
作者：
OPPOLZER, W
SCHRODER, F
机构：
[1] Département de Chimie Organique, Université de Genève
来源：
TETRAHEDRON LETTERS | 1994年 / 35卷 / 43期
关键词：
D O I：
10.1016/0040-4039(94)80016-2
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Cyclizations of acetoxydienes 1 with Pd(PPh(3))(4)/Et(2)Zn (0.05/4-5 mol-equiv.) in Et(2)O at reflux, followed by either protonation, iodination or cyanation, provide cis-disubstituted cyclopentanes and pyrrolidines 5, 7 or 9. These tandem reactions, as well as the conversions 15 --> 17 or 18 and 20 --> 22 show good to excellent regio- and stereocontrol, which is compared to those of Pd-ene ring closures of 1 and 20.
引用
收藏
页码：7939 / 7942
页数：4
相关论文
共 50 条
  • [41] An overview of palladium-catalyzed trifluoromethylation reactions
    Arun, Roy
    Stiniya, Sebastian
    Saranya, Padinjare Veettil
    Anilkumar, Gopinathan
    Journal of Organometallic Chemistry, 2022, 979
  • [42] Halide effects in palladium-catalyzed reactions
    Fristrup, Peter
    Ahlquist, Marten
    Jensen, Thomas
    Hoppe, Jakob
    Norrby, Per Ola
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2005, 230 : U3199 - U3200
  • [43] Palladium-catalyzed insertion reactions of trimethylsilyldiazomethane
    Greenman, KL
    Carter, DS
    Van Vranken, DL
    TETRAHEDRON, 2001, 57 (24) : 5219 - 5225
  • [44] Palladium-catalyzed reactions on chloropyridazines.
    Maes, BUW
    Kosmrlj, J
    Lemiére, GLF
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2002, 39 (03) : 535 - 543
  • [45] Advances in palladium-catalyzed oxidation reactions
    Sanford, Melanie
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2012, 244
  • [46] Palladium-catalyzed enantioselective carbonylation reactions
    Jin-Bao Peng
    Xin-Lian Liu
    Lin Li
    Xiao-Feng Wu
    Science China(Chemistry), 2022, 65 (03) : 441 - 461
  • [47] PALLADIUM-CATALYZED REACTIONS OF ORGANOTIN COMPOUNDS
    MITCHELL, TN
    SYNTHESIS-STUTTGART, 1992, (09): : 803 - 815
  • [48] Palladium-catalyzed enantioselective carbonylation reactions
    Jin-Bao Peng
    Xin-Lian Liu
    Lin Li
    Xiao-Feng Wu
    Science China Chemistry, 2022, 65 : 441 - 461
  • [49] PALLADIUM-CATALYZED REACTIONS OF ALLENE WITH DIOLEFINS
    COULSON, DR
    JOURNAL OF ORGANIC CHEMISTRY, 1972, 37 (08): : 1253 - &
  • [50] Palladium-catalyzed enantioselective carbonylation reactions
    JinBao Peng
    XinLian Liu
    Lin Li
    XiaoFeng Wu
    Science China(Chemistry), 2022, (03) : 441 - 461
12345