Proton-Catalyzed Oxo-Alkene Coupling: 2-Platinaoxetane Formation

被引:16
|
作者
Weliange, Nandita M. [1 ]
Szuromi, Endre [1 ]
Sharp, Paul R. [1 ]
机构
[1] Univ Missouri, Columbia, MO 65211 USA
关键词
H BOND ACTIVATION; OXIDATION; PLATINAOXETANES; ELIMINATION; EPOXIDATION; MECHANISM;
D O I
10.1021/ja902180k
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Formation of 2-platinaoxetane 2 from oxo complex 1 and norbornene (NB) is mediated by hydroxo complex 5. The facile reaction of 5 with NB to give protonated 2-platinaoxetane 7 supports the involvement of such reactions in Wacker alkene oxidation.
引用
收藏
页码:8736 / +
页数:3
相关论文
共 50 条
  • [21] Copper(I)-Catalyzed Oxidative Coupling between 2-Aminobenzothiazole and Terminal Alkyne: Formation of Benzothiazine
    Mitra, Shubhanjan
    Chakraborty, Amrita
    Mishra, Subhajit
    Majee, Adinath
    Hajra, Alakananda
    ORGANIC LETTERS, 2014, 16 (21) : 5652 - 5655
  • [22] Novel synthesis of 2-oxo-3-butynoates by copper-catalyzed cross-coupling reaction of terminal alkynes and monooxalyl chloride
    Guo, MJ
    Li, D
    Zhang, ZG
    JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (26): : 10172 - 10174
  • [23] Iridium-Catalyzed Annulative Coupling of 2-Arylbenzoyl Chlorides with Alkynes: Selective Formation of Phenanthrene Derivatives
    Nagata, Tomoya
    Hirano, Koji
    Satoh, Tetsuya
    Miura, Masahiro
    JOURNAL OF ORGANIC CHEMISTRY, 2014, 79 (19): : 8960 - 8967
  • [24] Preferential Formation of Cyclic Trimers by Palladium-Catalyzed Oxidative Coupling Reactions of 2,18-Diethynylporphyrins
    Tokuji, Sumito
    Yorimitsu, Hideki
    Osuka, Atsuhiro
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2012, 51 (49) : 12357 - 12361
  • [25] Differential impact on oral cancer cell viability for three carboxylate-stabilized rhenium(I) tricarbonyl centers supported by 2,2′-bipyridine: One-pot synthesis, a structure, and proton-catalyzed carboxylate ligand substitution
    Buren, Lyndsey
    Tumbaco, Emily
    Piesco, Alyssa
    Irvin, Justin
    Emge, Thomas J.
    Weisburg, Jeffrey H.
    Moehring, Gregory A.
    Naik, Datta V.
    INORGANICA CHIMICA ACTA, 2024, 568
  • [26] Efficient Preparation of Methyl 2-Oxo-3-aryl (heteroaryl)-2H-pyran-5-carboxylate via Pd-Catalyzed Negishi Coupling
    Xavier, Tania
    Pichon, Christophe
    Presset, Marc
    Le Gall, Erwan
    Condon, Sylvie
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2021, 2021 (30) : 4308 - 4313
  • [27] CP2TICL2-CATALYZED REACTION OF GRIGNARD-REAGENTS WITH ISOCYANATES, FORMATION OF REDUCTION-COUPLING PRODUCT OF ISOCYANATES
    ZHANG, YM
    JIANG, JL
    ZHANG, ZX
    TETRAHEDRON LETTERS, 1988, 29 (06) : 651 - 652
  • [28] Palladium-Catalyzed Intramolecular Reductive Cross-Coupling of Csp2-Csp3 Bond Formation
    Liu, Hui
    Wei, Jianpeng
    Qiao, Zongjun
    Fu, Yana
    Jiang, Xuefeng
    CHEMISTRY-A EUROPEAN JOURNAL, 2014, 20 (27) : 8308 - 8313
  • [29] Rhodium-Catalyzed Xanthone Formation from 2-Aryloxybenzaldehydes via Cross-Dehydrogenative Coupling (CDC)
    Wang, Ping
    Rao, Honghua
    Hua, Ruimao
    Li, Chao-Jun
    ORGANIC LETTERS, 2012, 14 (03) : 902 - 905
  • [30] SYNTHESIS OF A PYRENOPHORIN PRECURSOR, 7-HYDROXY-4-OXO-2-OCTENOIC ACID BY THE DIRECT PALLADIUM CATALYZED COUPLING OF AN ACRYLIC TIN REAGENT WITH AN ACID CHLORIDE
    LABADIE, JW
    STILLE, JK
    TETRAHEDRON LETTERS, 1983, 24 (40) : 4283 - 4286