Facile Access to Chiral Ketones through Metal-Free Oxidative C?C Bond Cleavage of Aldehydes by O2

被引：64
|
作者：
Tiwari, Bhoopendra [1 ]
Zhang, Junmin [1 ]
Chi, Yonggui Robin [1 ]
机构：
[1] Nanyang Technol Univ, Sch Phys & Math Sci, Div Chem & Biol Chem, Singapore 637371, Singapore
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2012年 / 51卷 / 08期
基金：
新加坡国家研究基金会;
关键词：
C?C cleavage; enamines; ketones; oxygen; synthetic methods; CARBON-CARBON BOND; INTERMOLECULAR STETTER REACTION; ASYMMETRIC ALPHA-AMINATION; CROSS-COUPLING REACTIONS; N-BOC-IMINES; MOLECULAR-OXYGEN; BETA; BETA-DISUBSTITUTED ENAMINES; MANNICH REACTION; NITROALKENES; CHEMISTRY;
D O I：
10.1002/anie.201107473
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
引用
收藏
页码：1911 / 1914
页数：4
相关论文
共 50 条
  • [1] Metal-and Base-Free Oxidative Cleavage of C(O)-C Bond in Ketones to Access Esters
    Zhou, Zhengrui
    Pi, Shaofeng
    Wang, Ru
    CHEMISTRYSELECT, 2022, 7 (29):
  • [2] Metal-free annulation of β-acylamino ketones: facile access to spirooxazolines and oxazolines via oxidative C-O bond formation
    Chavan, Santosh S.
    Rupanawar, Bapurao D.
    Kamble, Rohit B.
    Shelke, Anil M.
    Suryavanshi, Gurunath
    ORGANIC CHEMISTRY FRONTIERS, 2018, 5 (04): : 544 - 548
  • [3] Metal- and O2-Free Oxidative C-C Bond Cleavage of Aromatic Aldehydes
    Hu, Guang
    Ramakumar, Kinthada
    Brenner-Moyer, Stacey E.
    JOURNAL OF ORGANIC CHEMISTRY, 2017, 82 (13): : 6972 - 6977
  • [4] Metal-free C-C bond cleavage of cholestane model aldehydes in water
    Fernandez-Herrera, Maria
    Ciciolil Hilario-Martinez, J.
    Delit-Garcia, Wendy
    Zeferino-Diaz, Reyna
    Sandoval-Ramirez, Jesus
    Merino, Gabriel
    Jin, Zhendong
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2019, 257
  • [5] Metal-free oxidative cleavage of the C-C bond in α-hydroxy-β-oxophosphonates
    Battula, Satyanarayana
    Kumar, Atul
    Ahmed, Qazi Naveed
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2015, 13 (39) : 9953 - 9956
  • [6] Synthesis of α-Hydroxyl Ketones by Metal-Free C=C Double Bond Cleavage of Enaminones in Aqueous Medium
    Gan, Lu
    Liu, Yunyun
    Wang, Chaoli
    Wan, Jie-Ping
    CHEMISTRYSELECT, 2023, 8 (31):
  • [7] A facile access for the C–N bond formation by transition metal-free oxidative coupling of benzylic C–H bonds and amides
    Jie Liu
    Heng Zhang
    Hong Yi
    Chao Liu
    Aiwen Lei
    Science China(Chemistry), 2015, 58 (08) : 1323 - 1328
  • [8] A facile access for the C–N bond formation by transition metal-free oxidative coupling of benzylic C–H bonds and amides
    Jie Liu
    Heng Zhang
    Hong Yi
    Chao Liu
    Aiwen Lei
    Science China(Chemistry), 2015, (08) : 1323 - 1328
  • [9] Cleavage and Reassembly of the C=O Bond of 2-Alkynylbenzaldehydes: A Metal-Free Access to Inden-1-ones
    Liu, Tao
    Yao, Tuanli
    Zhang, Feng
    Ju, Ying
    Tan, Jiajing
    JOURNAL OF ORGANIC CHEMISTRY, 2021, 86 (14): : 9455 - 9465
  • [10] Metal-Free Synthesis of N-(Pyridine-2-yl)amides from Ketones via Selective Oxidative Cleavage of C(O)-C(Alkyl) Bond in Water
    Liu, Yanpeng
    Sun, Honghao
    Huang, Zhangjian
    Ma, Cong
    Lin, Aijun
    Yao, Hequan
    Xu, Jinyi
    Xu, Shengtao
    JOURNAL OF ORGANIC CHEMISTRY, 2018, 83 (23): : 14307 - 14313
12345