Citation: Qing Lin MENG, Yue Lan LI, Yan HE, Ye Di GUAN. Thiazolidine Derivatives as Chiral Catalysts in the Enantioselective Addition of Diethylzinc to Benzaldehyde[J]. Chinese Chemical Letters, ;2000, 11(9): 761-764. shu

Thiazolidine Derivatives as Chiral Catalysts in the Enantioselective Addition of Diethylzinc to Benzaldehyde

Qing Lin MENG ^a,b ,
Yue Lan LI ^a,b ,
Yan HE ^a,b ,
Ye Di GUAN ^a,b

a Department of Chemistry, Peking University, Beijing 100871;
b State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin 300071

Received Date: 20 March 2000

Four types of chiral thiazolidine derivatives were synthesized conveniently from natural L-cysteine and showed good enantioselectivity in up to 90% ee in the addition of diethylzinc to benzaldehyde.Their enantioselectivity was affected by the bulkiness of R and the thiazolidine ring systems in their molecules.
- Chiral catalysts,
- enantioselective addition,
- % ee(enantiomeric excess),
- thiazolidine derivatives
1. [1]
  Fuxing Yang , Mengjie Gong , Yifei Zhang , Bangchi Wei , Nan Huang , Jun Jiang . Organocatalytic enantioselective construction of axially chiral phosphorodithiolated styrenes. Chinese Chemical Letters, 2026, 37(1): 111219-. doi: 10.1016/j.cclet.2025.111219
2. [2]
  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
3. [3]
  Kai Zhu , Lei Yang , Yang Yang , Yanqi Wu , Fengzhi Zhang . Recent advances toward the catalytic enantioselective synthesis of planar chiral cyclophanes. Chinese Chemical Letters, 2025, 36(7): 110678-. doi: 10.1016/j.cclet.2024.110678
4. [4]
  Cong Gao , Zijian Zhu , Siwei Li , Zheng Xi , Qingqing Sun , Jie Han , Rong Guo . Chiral supramolecular catalysts of helical nanoribbon: More twist, higher enantioselectivity. Chinese Chemical Letters, 2025, 36(3): 109968-. doi: 10.1016/j.cclet.2024.109968
5. [5]
  Yan-E Zhang , Yingtao Jiang , Yun Zhang , Hu Wang , Zitong Wu , Rui Li , Yumiao Ma , Tao Tu . Enantioselective synthesis of bulky planar-chiral pillar[n]arenes through dynamic kinetic resolution. Chinese Chemical Letters, 2025, 36(12): 111201-. doi: 10.1016/j.cclet.2025.111201
6. [6]
  Yi-Xin Zhang , Fang-Qi Zhang , Ao-Pei Peng , Tao Jiang , Ya-Xi Meng , Yang Li , Shuang-Xi Gu , Yuan-Yuan Zhu . Enantioselective recognition of amino acids in water using emission-tunable chiral fluorescent probes. Chinese Chemical Letters, 2026, 37(1): 111500-. doi: 10.1016/j.cclet.2025.111500
7. [7]
  Sifan Du , Yuan Wang , Fulin Wang , Tianyu Wang , Li Zhang , Minghua Liu . Evolution of hollow nanosphere to microtube in the self-assembly of chiral dansyl derivatives and inversed circularly polarized luminescence. Chinese Chemical Letters, 2024, 35(7): 109256-. doi: 10.1016/j.cclet.2023.109256
8. [8]
  Xinghui Yao , Zhouyu Wang , Da-Gang Yu . Sustainable electrosynthesis: Enantioselective electrochemical Rh(III)/chiral carboxylic acid-catalyzed oxidative CH cyclization coupled with hydrogen evolution reaction. Chinese Chemical Letters, 2024, 35(9): 109916-. doi: 10.1016/j.cclet.2024.109916
9. [9]
  Junying LI , Xinyan CHEN , Xihui DIAO , Muhammad Yaseen , Chao CHEN , Hao WANG , Chuansong QI , Wei LI . Chiral fluorescent sensor Tb³⁺@Cd-CP based on camphoric acid for the enantioselective recognition of R- and S-propylene glycol. Chinese Journal of Inorganic Chemistry, 2024, 40(12): 2497-2504. doi: 10.11862/CJIC.20240084
10. [10]
  Ruixue Liu , Xiaobing Ding , Qiwei Lang , Gen-Qiang Chen , Xumu Zhang . Enantioselective and divergent construction of chiral amino alcohols and oxazolidin-2-ones via Ir-f-phamidol-catalyzed dynamic kinetic asymmetric hydrogenation. Chinese Chemical Letters, 2025, 36(3): 110037-. doi: 10.1016/j.cclet.2024.110037
11. [11]
  Ping Sun , Yuanqin Huang , Shunhong Chen , Xining Ma , Zhaokai Yang , Jian Wu . Indole derivatives as agrochemicals: An overview. Chinese Chemical Letters, 2024, 35(7): 109005-. doi: 10.1016/j.cclet.2023.109005
12. [12]
  Guihuang Fang , Wei Chen , Hongwei Yang , Haisheng Fang , Chuang Yu , Maoxiang Wu . Improved performance of LiMn_0.8Fe_0.2PO₄ by addition of fluoroethylene carbonate electrolyte additive. Chinese Chemical Letters, 2024, 35(6): 108799-. doi: 10.1016/j.cclet.2023.108799
13. [13]
  Yan-Li Li , Zhi-Ming Li , Kai-Kai Wang , Xiao-Long He . Beyond 1,4-addition of in-situ generated (aza-)quinone methides and indole imine methides. Chinese Chemical Letters, 2024, 35(7): 109322-. doi: 10.1016/j.cclet.2023.109322
14. [14]
  Chonglong He , Yulong Wang , Quan-Xin Li , Zichen Yan , Keyuan Zhang , Shao-Fei Ni , Xin-Hua Duan , Le Liu . Alkylarylation of alkenes with arylsulfonylacetate as bifunctional reagent via photoredox radical addition/Smiles rearrangement cascade. Chinese Chemical Letters, 2025, 36(5): 110253-. doi: 10.1016/j.cclet.2024.110253
15. [15]
  Ya-Ling Li , Jia-Wei Ke , Yue Liu , Dong-Mei Yao , Jing-Dong Zhang , You-Cai Xiao , Fen-Er Chen . Asymmetric conjugated addition of aryl Grignard reagents for the construction of chromanones bearing quaternary stereogenic centers in batch and flow. Chinese Chemical Letters, 2025, 36(6): 110377-. doi: 10.1016/j.cclet.2024.110377
16. [16]
  Haokun Yuan , Anjing Liao , Shunhong Chen , Yiming Tian , Yaming Liu , Jian Wu . Pyrimidine derivatives in discovery of pesticides: A review. Chinese Chemical Letters, 2026, 37(2): 111305-. doi: 10.1016/j.cclet.2025.111305
17. [17]
  Xingfen Huang , Jiefeng Zhu , Chuan He . Catalytic enantioselective N-silylation of sulfoximine. Chinese Chemical Letters, 2024, 35(4): 108783-. doi: 10.1016/j.cclet.2023.108783
18. [18]
  Chong Wang , Hao Xie , Rulan Xia , Xuewei Liao , Jin Wang , Huajun Yang , Chen Wang . Nanofluidic ion rectification sensor for enantioselective recognition and detection. Chinese Chemical Letters, 2025, 36(8): 110642-. doi: 10.1016/j.cclet.2024.110642
19. [19]
  Dengke Ma , Youai Qiu . Electrochemical strategies for advancing enantioselective enamine catalysis. Chinese Chemical Letters, 2026, 37(4): 111892-. doi: 10.1016/j.cclet.2025.111892
20. [20]
  Zhiwen Li , Jingjing Zhang , Gao Li . Dynamic assembly of chiral golden knots. Chinese Journal of Structural Chemistry, 2024, 43(7): 100300-100300. doi: 10.1016/j.cjsc.2024.100300

Get Citation

PDF

XML

Metrics

PDF Downloads(0)
Abstract views(1343)
HTML views(25)

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