Organocatalytic asymmetric oxidation

被引：0
作者：
Gong, Bin [1 ]
Meng, Qing-Wei [1 ]
Gao, Zhan-Xian [1 ]
机构：
[1] Dalian Univ Technol, State Key Lab Fine Chem, Dalian 116023, Peoples R China
来源：
CHINESE JOURNAL OF ORGANIC CHEMISTRY | 2008年 / 28卷 / 04期
关键词：
organocatalyst; asymmetric oxidation; asymmetric epoxidation; alpha-hydroxylation;
D O I：
暂无
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A great application potential of organocatalysts has been displayed in asymmetric oxidation. Asymmetric epoxidation of alpha,beta-unsaturated aldehyde/ketone as well as olefin, and asymmetric alpha-hydroxylation of carbonyl compounds catalyzed by various types of organocatalysts are reviewed in this paper. The characteristics and mechanism of organocatalysis are also depicted in detail.
引用
收藏
页码：588 / 597
页数：10
相关论文
共 79 条
  • [1] Organocatalytic asymmetric hydroxylation of β-keto esters:: Metal-free synthesis of optically active anti-diols
    Acocella, MR
    Mancheño, OG
    Bella, M
    Jorgensen, KA
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (23) : 8165 - 8167
  • [2] Asymmetric Weitz-Scheffer epoxidation of isoflavones with hydroperoxides mediated by optically active phase-transfer catalysts
    Adam, W
    Rao, PB
    Degen, HG
    Levai, A
    Patonay, T
    Saha-Möller, CR
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (01) : 259 - 264
  • [3] Asymmetric Weitz-Scheffer epoxidation of conformationally flexible and fixed enones with sterically demanding hydroperoxides mediated by optically active phase-transfer catalysts
    Adam, W
    Rao, PB
    Degen, HG
    Saha-Möller, CR
    [J]. TETRAHEDRON-ASYMMETRY, 2001, 12 (01) : 121 - 125
  • [4] Epoxidation of alkenes by amine catalyst precursors: Implication of aminium ion and radical cation intermediates (vol 122, pg 8317, 2000)
    Adamo, MFA
    Aggarwal, VK
    Sage, MA
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (37) : 11223 - 11223
  • [5] Epoxidation of alkenes by amine catalyst precursors: Implication of aminium ion and radical cation intermediates
    Adamo, MFA
    Aggarwal, VK
    Sage, MA
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (34) : 8317 - 8318
  • [6] New insights in the mechanism of amine catalyzed epoxidation: Dual role of protonated ammonium salts as both phase transfer catalysts and activators of Oxone
    Aggarwal, VK
    Lopin, C
    Sandrinelli, F
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (25) : 7596 - 7601
  • [7] Polyamino acid-catalysed asymmetric epoxidation: Sodium percarbonate as a source of base and oxidant
    Allen, JV
    Drauz, KH
    Flood, RW
    Roberts, SM
    Skidmore, J
    [J]. TETRAHEDRON LETTERS, 1999, 40 (29) : 5417 - 5420
  • [8] Julia-Colonna asymmetric epoxidation reactions under non-aqueous conditions: Rapid, highly regio- and stereo-selective transformations using a cheap, recyclable catalyst
    Allen, JV
    Bergeron, S
    Griffiths, MJ
    Mukherjee, S
    Roberts, SM
    Williamson, NM
    Wu, LE
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1998, (19): : 3171 - 3179
  • [9] Catalytic asymmetric epoxidation of enones under phase-transfer catalyzed conditions
    Arai, S
    Tsuge, H
    Oku, M
    Miura, M
    Shioiri, T
    [J]. TETRAHEDRON, 2002, 58 (08) : 1623 - 1630
  • [10] A new class of chiral tetrahydropyran-4-one catalyst for asymmetric epoxidation of alkenes
    Armstrong, A
    Tsuchiya, T
    [J]. TETRAHEDRON, 2006, 62 (2-3) : 257 - 263
12345678