Citation: Jian Feng GE, Zong Xuan SHEN, Ya Wen ZHANG. Synthesis of chiral N-ferrocenylmethylaminoalcohols and their applica-tion in enantioselective addition of diethylzinc to aldehydes[J]. Chinese Chemical Letters, ;2004, 15(9): 1025-1028. shu

Synthesis of chiral N-ferrocenylmethylaminoalcohols and their applica-tion in enantioselective addition of diethylzinc to aldehydes

1.
Department of Chemistry and Chemical Engineering, Suzhou University, Suzhou 215006;
2.
Department of Material and Engineering, Suzhou University, Suzhou 215006

Received Date: 25 July 2003

Three chiral N-ferrocenylmethylaminoalcohols were synthesized from readily available natural L-valine, leucine and phenylanine, and used as chiral ligands in the enantioselective addition of diethylzinc to aldehydes.
- N-Ferrocenylmethylaminoalcohol,
- asymmetric synthesis,
- enantioselective addition,
- diethylzinc
1. [1]
  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
2. [2]
  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
3. [3]
  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
4. [4]
  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
5. [5]
  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
6. [6]
  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
7. [7]
  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
8. [8]
  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
9. [9]
  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
10. [10]
  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
11. [11]
  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
12. [12]
  Xiaohui Fu , Yanping Zhang , Juan Liao , Zhen-Hua Wang , Yong You , Jian-Qiang Zhao , Mingqiang Zhou , Wei-Cheng Yuan . Palladium-catalyzed enantioselective decarboxylation of vinyl cyclic carbamates: Generation of amide-based aza-1,3-dipoles and application to asymmetric 1,3-dipolar cycloaddition. Chinese Chemical Letters, 2024, 35(12): 109688-. doi: 10.1016/j.cclet.2024.109688
13. [13]
  Fengqing Wang , Changxing Qi , Chunmei Chen , Qin Li , Qingyi Tong , Weiguang Sun , Zhengxi Hu , Minyan Wang , Hucheng Zhu , Lianghu Gu , Yonghui Zhang . Discovery and enantioselective total synthesis of antitumor agent asperfilasin A via a regio- and diastereoselective Nazarov cyclization. Chinese Chemical Letters, 2025, 36(6): 110252-. doi: 10.1016/j.cclet.2024.110252
14. [14]
  Yongli Liu , Dan Xu , Yuanyuan Ping , Nengzhong Wang , Wangqing Kong . Enantioselective synthesis of α-aryl ketones via cross-hydroacylation of two distinct alkenes. Chinese Chemical Letters, 2026, 37(3): 111893-. doi: 10.1016/j.cclet.2025.111893
15. [15]
  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
16. [16]
  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
17. [17]
  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
18. [18]
  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
19. [19]
  Feng Wu , Yuanjiu Xiao , Mengran Wei , Guoqiang Wang , Jian-Jun Feng . Lewis acid catalyzed enantioselective dearomative (3+2) cycloaddition of aromatic N-heterocycles with bicyclobutanes. Chinese Chemical Letters, 2026, 37(3): 111963-. doi: 10.1016/j.cclet.2025.111963
20. [20]
  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

Get Citation

PDF

XML

Metrics

PDF Downloads(0)
Abstract views(1360)
HTML views(11)

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