Citation: Xu Dong LIU, Xiao Li BAI, Xue Peng QIU, Lian Xun GAO. Asymmetric Phase-transfer Mediated Epoxidation of α,β-Enones Using Dendritic Catalysts Derived from Cinchona Alkaloids[J]. Chinese Chemical Letters, ;2005, 16(7): 975-978. shu

Asymmetric Phase-transfer Mediated Epoxidation of α,β-Enones Using Dendritic Catalysts Derived from Cinchona Alkaloids

State Key Laboratory of Polymer Physics and Chemistry, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Graduate School of the Chinese Academy of Sciences, Changchun 130022

Received Date: 16 August 2004

Chiral phase-transfer catalysts, derived from cinchona alkaloids and Frechet dendritic wedges up to generation two, have been synthesized. These chiral dendritic molecules have been used as PTCs in the epoxidation of α,β-enones, showing a moderate level of asymmetric induction.
- Asymmetric epoxidation,
- phase-transfer catalysis,
- cinchona alkaloids
1. [1]
  Ning LI , Siyu DU , Xueyi WANG , Hui YANG , Tao ZHOU , Zhimin GUAN , Peng FEI , Hongfang MA , Shang JIANG . Preparation and efficient catalysis for olefins epoxidation of a polyoxovanadate-based hybrid. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 799-808. doi: 10.11862/CJIC.20230372
2. [2]
  Cui Xin , Wei-Min He . Direct asymmetric α-alkylation of β-ketocarbonyl compounds with simple olefins by photoredox-nickel-hydrogen atom transfer triple catalysis. Chinese Chemical Letters, 2026, 37(6): 112351-. doi: 10.1016/j.cclet.2025.112351
3. [3]
  Haitao Liu , Youlin Deng , Dan Ling , Lingzhu Chen , Zhichao Jin . Asymmetric catalysis for the synthesis of planar chiral ferrocene derivatives. Chinese Chemical Letters, 2026, 37(3): 111793-. doi: 10.1016/j.cclet.2025.111793
4. [4]
  Jieshuai Xiao , Yuan Zheng , Yue Zhao , Zhuangzhi Shi , Minyan Wang . Asymmetric Nozaki-Hiyama-Kishi (NHK)-type reaction of isatins with aromatic iodides by cobalt catalysis. Chinese Chemical Letters, 2025, 36(5): 110243-. doi: 10.1016/j.cclet.2024.110243
5. [5]
  Pengfu Gao , Yuan Geng , Wei Gong . Homochiral metal-organic frameworks bearing privileged ligands for heterogeneous asymmetric catalysis. Chinese Journal of Structural Chemistry, 2025, 44(10): 100719-100719. doi: 10.1016/j.cjsc.2025.100719
6. [6]
  Xue Du , Ze-Hua Sun , Penglei Zhang , Li-Ping Xu , Xiaodong Xiong . Asymmetric chloro– and selenocyclization of 2-alkenyl anilides enabled by tertiary ammonium salt catalysis. Chinese Chemical Letters, 2026, 37(4): 111259-. doi: 10.1016/j.cclet.2025.111259
7. [7]
  Yan Zong , Qiuchen Huang , Xiaomei Zou , Qifan Zhou , Yuanmei Wen , Dong Li , Yongzhi Chen , Xuefeng Tan , Gen-Qiang Chen , Xumu Zhang . Enantioselective total synthesis of 3-deoxy-epothilone B enabled by efficient asymmetric catalysis. Chinese Chemical Letters, 2026, 37(8): 112162-. doi: 10.1016/j.cclet.2025.112162
8. [8]
  Yang Yang , Jing-Li Luo , Xian-Zhu Fu . Water-oxidation intermediates enabling electrochemical propylene epoxidation. Chinese Journal of Structural Chemistry, 2024, 43(5): 100269-100269. doi: 10.1016/j.cjsc.2024.100269
9. [9]
  Ji Zhang , Tong Zhang , Qiao An , Peng Zhang , Cai-Yan Tian , Chun-Mao Yuan , Ping Yi , Zhan-Xing Hu , Xiao-Jiang Hao . Five quinolizidine alkaloids with anti-tobacco mosaic virus activities from two species of Sophora. Chinese Chemical Letters, 2024, 35(6): 108927-. doi: 10.1016/j.cclet.2023.108927
10. [10]
  Yongjian Liu , Cen Liu , Haitao Guo , Jinchai Qi , Heng Chen , Yuping Yang , Tao Ma , Yonggang Liu . Alkaloids peganumiums A–C from Peganum harmala L., with two novel long conjugated structures. Chinese Chemical Letters, 2025, 36(8): 110558-. doi: 10.1016/j.cclet.2024.110558
11. [11]
  Ji-Hui Zhang , Hui-Lin Ou , Ting Lu , Si-Yu Yang , Ding Luo , Peng Wu , Yao-Lan Li , Neng-Hua Chen , Guo-Cai Wang , Yu-Bo Zhang . Daphcalycines A–D, four highly rearranged Daphniphyllum alkaloids with cardioprotective activity from Daphniphyllum calycinum. Chinese Chemical Letters, 2026, 37(3): 111314-. doi: 10.1016/j.cclet.2025.111314
12. [12]
  Xianghan Cheng , Xiaoli Wang , Zhen Li , Ping Niu , Junjie Tian , Yong-Zheng Zhang , Da-Shuai Zhang , Xiuling Zhang , Weixuan Huang , Longlong Geng , Xing Xu . Unraveling crystalline-phase-effect of CoSe for highly efficient and robust Fenton-like catalysis: A combined experimental and theoretical study. Chinese Chemical Letters, 2026, 37(9): 112296-. doi: 10.1016/j.cclet.2025.112296
13. [13]
  Xiang Li , Beibei Zhang , Zhixiang Wang , Xiangyu Chen . Organocatalyzed iodine-mediated reversible-deactivation radical polymerization via photoinduced charge transfer complex catalysis. Chinese Chemical Letters, 2025, 36(6): 110383-. doi: 10.1016/j.cclet.2024.110383
14. [14]
  Jun Shi , Xueting Zhou , Bing-Qing Yang , Biaobiao Jiang , Wei Wu , Hai Ren . Single-electron transfer enables enantioselective synthesis of spirooxindoles via dual copper and phosphoric acid catalysis. Chinese Chemical Letters, 2026, 37(4): 111250-. doi: 10.1016/j.cclet.2025.111250
15. [15]
  Min Hou , Yuexin Wang , Siyu Zhang , Keke Zhang , Xiu Tan , Xianjun Lang . Thiazole-linked pyrene covalent organic framework for selective sulfoxidation via an electron transfer mediator by photoredox catalysis. Chinese Chemical Letters, 2026, 37(8): 112817-. doi: 10.1016/j.cclet.2026.112817
16. [16]
  Hongjin Xu , Jinghua Wu , Hui Wang , Huanfeng Jiang , Zhiqiang Ma . Asymmetric total synthesis of (–)-14-epi-sinugyrosanolide A. Chinese Chemical Letters, 2026, 37(3): 112018-. doi: 10.1016/j.cclet.2025.112018
17. [17]
  Lianshun Zhang , Lan Bao , Ting Song , Shangying Qiao , Yifan Liu , Xianxiu Xu , Jinhuan Dong . Cu-catalyzed biheterocyclization along with sulfonyl remote migration: Access to Marinoquinoline alkaloids and 4-sulfonyl pyrrolo[2,3-c]quinolines. Chinese Chemical Letters, 2025, 36(10): 110915-. doi: 10.1016/j.cclet.2025.110915
18. [18]
  Pengwei Chen , Xian Ma , Ni Song , Jianjun Wang , Han Ding , Peng Wang , Hongzhi Cao , Xue-Wei Liu , Zhihua Lv , Ming Li . Synthesis of alduronic acid lactones and rare sugar glyconolactones via decarboxylative oxygenation of uronic acids: Construction of polyhydroxylated fused-ring alkaloids. Chinese Chemical Letters, 2025, 36(11): 110983-. doi: 10.1016/j.cclet.2025.110983
19. [19]
  Yu-Yao Li , Xiao-Hui Li , Zhi-Xuan An , Yang Chu , Xiu-Li Wang . Room-temperature olefin epoxidation reaction by two 2D cobalt metal-organic complexes under O₂ atmosphere: Coordination and structural regulation. Chinese Chemical Letters, 2025, 36(4): 109716-. doi: 10.1016/j.cclet.2024.109716
20. [20]
  Xia Wei , Zheng-Wu Luo , Guo-Qiang Zhang , Yan-An Lin , Ze-Kun Zhang , Lin-Kun An , Xi-Xin He , Jun-Cheng Su , Cui-Xian Zhang . Sterpiperazines A and B, steroid-indole alkaloids with Tdp1 inhibitory and chemotherapy sensitizing activities from marine fungus Aspergillus sp. EGF 15-0-3. Chinese Chemical Letters, 2026, 37(2): 111048-. doi: 10.1016/j.cclet.2025.111048

Get Citation

PDF

XML

Metrics

PDF Downloads(0)
Abstract views(1726)
HTML views(57)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142

Address：Zhongguancun North First Street 2,100190 Beijing, PR China Tel: +86-010-82449177-888

DownLoad: Full-Size Img PowerPoint

Return