Citation: Li Ren JIN, Jian Liang YE, Yong XIE, Jiang Hong SHI, Pei Qiang HUANG, Kyeong Eun JUNG, Hong LIM. Asymmetric Synthesis of Polyhydroxy Pyrrolidinonyl Nucleoside Analogues from Tartaric acid[J]. Chinese Chemical Letters, ;1999, 10(7): 543-546. shu

Asymmetric Synthesis of Polyhydroxy Pyrrolidinonyl Nucleoside Analogues from Tartaric acid

1.
Department of Chemistry, Xiamen University Xiamen, Fujian 361005;
2.
Dongbu Advanced Reseach Institute, Daeduck Science Town, Taejon Korea

Received Date: 15 January 1999

Fund Project: We are grateful to A. R. Fund of Han-Nong Corporation, Korea the National Natural Science Foundation of China and the Ministry of Education of China for the financial support.

Asymmetric synthesis of novel optically active nucleoside analogues 7 from natural tartaric acid is described. In the given nucleoside analogues an optically active polyhydroxy pyrrolidinonyl ring is in place of the tetrahydrofuran ring.
- Nucleoside,
- pyrrolidinone,
- asymmetric synthesis
1. [1]
  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
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]
  Zhe Li , Haozhi Lei , Zhiqiang Ren , Cheng Wang , Qian Xia , Weihong Tan . Enhancing the stability of ⁶⁸Ga-labeled RNA aptamers for pancreatic β-cell and insulinoma imaging through nucleoside modifications. Chinese Chemical Letters, 2025, 36(10): 110804-. doi: 10.1016/j.cclet.2024.110804
4. [4]
  Long Jin , Jian Han , Dongmei Fang , Min Wang , Jian Liao . Pd-catalyzed asymmetric carbonyl alkynylation: Synthesis of axial chiral ynones. Chinese Chemical Letters, 2024, 35(6): 109212-. doi: 10.1016/j.cclet.2023.109212
5. [5]
  Tengfei Xuan , Yuan Pan , Zhenyu Shi , Yang Wang . Organocatalytic asymmetric synthesis of oxazolines from N-acylimines. Chinese Chemical Letters, 2025, 36(6): 110352-. doi: 10.1016/j.cclet.2024.110352
6. [6]
  Xiang Huang , Dongzhen Xu , Yang Liu , Xia Huang , Yangfan Wu , Dongmei Fang , Bing Xia , Wei Jiao , Jian Liao , Min Wang . Asymmetric synthesis of difluorinated α-quaternary amino acids (DFAAs) via Cu-catalyzed difluorobenzylation of aldimine esters. Chinese Chemical Letters, 2024, 35(12): 109665-. doi: 10.1016/j.cclet.2024.109665
7. [7]
  Wen-Rui Li , Ru-Bing Wang , Huiqiang Wang , Jin-Yao Yong , Yu-Huan Li , Shi-Shan Yu , Shuang-Gang Ma . Ring-reorganization strategy for asymmetric synthesis of sesquiterpenoid illihenin A and its antiviral activity evaluation. Chinese Chemical Letters, 2025, 36(11): 110945-. doi: 10.1016/j.cclet.2025.110945
8. [8]
  Pan Hu , Xiaofan Wu , Yi An , Xianjing Zheng , Liang Gao , Yuan Tao , Yajiao Zhang , Zedu Huang , Fener Chen . Batch and continuous-flow asymmetric synthesis of D-pantothenic acid precursor enabled by immobilized ketoreductase mutant. Chinese Chemical Letters, 2026, 37(2): 111945-. doi: 10.1016/j.cclet.2025.111945
9. [9]
  Long Yin , Yuxin Shi , Rong Meng , Jiapei Shan , Weiwei Sun , Weijun Yao , Xiaowei Dou , Dong Guo . Development and enantioselective synthesis of spirobiindoles via Rh-catalyzed asymmetric arylation-spirocyclization sequence. Chinese Chemical Letters, 2026, 37(3): 111258-. doi: 10.1016/j.cclet.2025.111258
10. [10]
  Qi Wang , Bichu Cheng , Minjie Liu , Fen-Er Chen . A concise asymmetric synthesis of (–)-oseltamivir phosphate via a biphasic Pd-catalyzed Heck-type cyclization. Chinese Chemical Letters, 2026, 37(5): 111555-. doi: 10.1016/j.cclet.2025.111555
11. [11]
  Kun Zhang , Li-Min Zhao , Tianhao Xing , Yueyue Bu , Qingyun Wang , Christophe Pannecouque , Erik De Clercq , Angela Corona , Laura Dettori , Enzo Tramontano , Shuai Wang , Fen-Er Chen . Rational structure-based design and optimization of next-generation biphenyl-piperidine-triazine derivatives as potent non-nucleoside reverse transcriptase inhibitors. Chinese Chemical Letters, 2026, 37(1): 111283-. doi: 10.1016/j.cclet.2025.111283
12. [12]
  Zhe Li , Haozhi Lei , Zhiqiang Ren , Cheng Wang , Qian Xia , Weihong Tan . Corrigendum to "Enhancing the stability of ⁶⁸Ga-labeled RNA aptamers for pancreatic β-cell and insulinoma imaging through nucleoside modifications" [Chinese Chemical Letters 36 (2025) 110804]. Chinese Chemical Letters, 2026, 37(5): 112514-. doi: 10.1016/j.cclet.2026.112514
13. [13]
  Xiuhua Wang , Jianrong Steve Zhou . A dicationic nickel complex-catalyzed asymmetric synthesis of chiral benzylic amines: Evolution from reductive amination to borrowing hydrogen reaction. Chinese Chemical Letters, 2026, 37(2): 111148-. doi: 10.1016/j.cclet.2025.111148
14. [14]
  Zhen-Qi Wang , Lin-Wen Wei , Zhao-Qing Wang , Yan-Jie Yang , Yu Zhao , Song Liu , Yuan Huang . Modular synthesis of polyfunctionalized axial-chiral 2-arylpyridines via cobalt-catalyzed asymmetric [2 + 2 + 2] cycloaddition of diynes and nitriles. Chinese Chemical Letters, 2026, 37(4): 111377-. doi: 10.1016/j.cclet.2025.111377
15. [15]
  Pei Cao , Yilan Wang , Lejian Yu , Miao Wang , Liming Zhao , Xu Hou . Dynamic asymmetric mechanical responsive carbon nanotube fiber for ionic logic gate. Chinese Chemical Letters, 2024, 35(6): 109421-. doi: 10.1016/j.cclet.2023.109421
16. [16]
  Yanxin Jiang , Kwai Wun Cheng , Zhiping Yang , Jun (Joelle) Wang . Pd-catalyzed enantioselective and regioselective asymmetric hydrophosphorylation and hydrophosphinylation of enynes. Chinese Chemical Letters, 2025, 36(5): 110231-. doi: 10.1016/j.cclet.2024.110231
17. [17]
  Ji-Jia Zhou , Li-Gao Liu , Zhen-Tao Zhang , Hao-Xuan Dong , Xin Lu , Zhou Xu , Xin-Qi Zhu , Bo Zhou , Long-Wu Ye . Copper-catalyzed asymmetric cascade diyne cyclization/Meinwald rearrangement. Chinese Chemical Letters, 2025, 36(9): 110870-. doi: 10.1016/j.cclet.2025.110870
18. [18]
  Ao Zhou , Mostafa M.K. Amer , Qin Yin . Recent advances on asymmetric reduction via dynamic kinetic resolution. Chinese Chemical Letters, 2026, 37(5): 111929-. doi: 10.1016/j.cclet.2025.111929
19. [19]
  Zhen Liu , Zhi-Yuan Ren , Chen Yang , Xiangyi Shao , Li Chen , Xin Li . Asymmetric alkenylation reaction of benzoxazinones with diarylethylenes catalyzed by B(C₆F₅)₃/chiral phosphoric acid. Chinese Chemical Letters, 2024, 35(5): 108939-. doi: 10.1016/j.cclet.2023.108939
20. [20]
  Yu-Hang Miao , Zheng-Xu Zhang , Xu-Yi Huang , Yuan-Zhao Hua , Shi-Kun Jia , Xiao Xiao , Min-Can Wang , Li-Ping Xu , Guang-Jian Mei . Catalytic asymmetric dearomative azo-Diels–Alder reaction of 2-vinlyindoles. Chinese Chemical Letters, 2024, 35(4): 108830-. doi: 10.1016/j.cclet.2023.108830

Get Citation

PDF

XML

Metrics

PDF Downloads(1)
Abstract views(1565)
HTML views(26)

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