N-IODOSUCCINAMIDE MEDIATED OXIDATIVE CLEAVAGE OF VICINAL, MONOPROTECTED DIOLS

被引：14
|
作者：
MCDONALD, CE
HOLCOMB, H
LEATHERS, T
AMPADUNYARKO, F
FROMMER, J
机构：
[1] Lycoming College, Williamsport
来源：
TETRAHEDRON LETTERS | 1990年 / 31卷 / 44期
关键词：
D O I：
10.1016/S0040-4039(00)97043-6
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Vicinal, monoprotected diols are cleaved to mixed acetals and carbonyl compounds upon treatment with N-iodosuccinimide in the presence of light, base, and methanol. © 1990.
引用
收藏
页码：6283 / 6286
页数：4
相关论文
共 50 条
  • [1] THE GENERATION OF CARBON RADICALS FROM VICINAL, MONOPROTECTED DIOLS
    MCDONALD, CE
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1990, 199 : 379 - ORGN
  • [2] NEW ALLYLSTANNANES FOR THE CONNECTIVE CONSTRUCTION OF MONOPROTECTED VICINAL DIOLS
    KECK, GE
    ABBOTT, DE
    WILEY, MR
    TETRAHEDRON LETTERS, 1987, 28 (02) : 139 - 142
  • [3] CLEAVAGE OF VICINAL DIOLS BY PYRIDINIUM CHLOROCHROMATE
    CISNEROS, A
    FERNANDEZ, S
    HERNANDEZ, JE
    SYNTHETIC COMMUNICATIONS, 1982, 12 (11) : 833 - 838
  • [4] Oxidative Cleavage of Vicinal Diols with the Combination of Platinum and Vanadium Catalysts and Molecular Oxygen
    Obara, Naoyuki
    Hirasawa, Shota
    Tamura, Masazumi
    Nakagawa, Yoshinao
    Tomishige, Keiichi
    CHEMCATCHEM, 2016, 8 (09) : 1732 - 1738
  • [5] Vanadium Catalyst in Micelles: Toward a Greener Aerobic Oxidative Cleavage of Vicinal Diols in Water
    Carpentier, Romain
    Denis, William
    Azcona, Fatima Sanz
    Carraro, Davide
    Grauwels, Glenn
    Orlandi, Manuel
    Zonta, Cristiano
    Licini, Giulia
    Bartik, Kristin
    ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2023, 11 (23) : 8633 - 8641
  • [6] Oxidative Cleavage of Vicinal Diols Catalyzed by Monomeric Fe-Sites Inside MFI Zeolite
    Treu, Philipp
    Sarma, Bidyut Bikash
    Grunwaldt, Jan-Dierk
    Saraci, Erisa
    CHEMCATCHEM, 2022, 14 (21)
  • [7] ELECTROORGANIC SYNTHESIS .36. OXIDATIVE CLEAVAGE OF VICINAL DIOLS AT THE NICKEL-HYDROXIDE ELECTRODE
    RUHOLL, H
    SCHAFER, HJ
    SYNTHESIS-STUTTGART, 1988, (01): : 54 - 56
  • [8] Facile cleavage of vicinal tertiary diols, by pyridinium dichromate
    Maki, S
    Ishihara, J
    Nakanishi, K
    JOURNAL OF THE INDIAN CHEMICAL SOCIETY, 2000, 77 (11-12) : 651 - 655
  • [9] The product-controllable aerobic oxidative cleavage of vicinal diols using vanadium-based photocatalysts
    Yang, Guobao
    Shi, Jing
    Sun, Haijing
    Tong, Xinli
    REACTION CHEMISTRY & ENGINEERING, 2022, 7 (05) : 1150 - 1155
  • [10] Efficient Vanadium-Catalyzed Aerobic C-C Bond Oxidative Cleavage of Vicinal Diols
    Amadio, Emanuele
    Gonzalez-Fabra, Joan
    Carraro, Davide
    Denis, William
    Gjoka, Blerina
    Zonta, Cristiano
    Bartik, Kristin
    Cavani, Fabrizio
    Solmi, Stefania
    Bo, Carles
    Licini, Giulia
    ADVANCED SYNTHESIS & CATALYSIS, 2018, 360 (17) : 3286 - 3296
12345