四川大学刘小华教授研究成果|不对称催化新利器——双功能手性胍-酰胺配体/催化剂
2026-08-12 · 推荐产品 · 百灵威授权转载
在构建手性中心的实验中，化学家常面临现实困境：传统配体底物适用性窄、反应体系稍有变化就得重头筛选；许多手性配体对水氧极度敏感，储存和操作极为繁琐；部分具有挑战性的反应（如卡宾不对称插入、光诱导自由基转化），甚至缺乏成熟的手性催化体系可循。
针对上述痛点，四川大学刘小华教授团队基于氨基酸骨架改造，开发了一类双功能手性胍-酰胺配体/催化剂。
产品优势
① 一剂多用，双重催化机制：可充当有机小分子催化剂（依靠碱性位点和氢键活化底物），亦可作为手性配体，与过渡金属（铜、铑、钯等）协同配合，实现多通道催化。
② 反应类型全覆盖：从经典的曼尼希反应、迈克尔加成，到高难度的环加成（(3+2)/(4+2)）、C-H/N-H/Se-S键插入、光氧化还原催化及Sonogashira偶联，胍-酰胺系列均展现出优异的立体选择性。
③ 稳定易用，操作无忧：不同于传统空气敏感配体，该系列产品对水、氧不敏感，便于长期保存和常规称量，大幅降低实验门槛。
图1. 双功能手性胍-酰胺配体/催化剂的应用领域
百灵威稳定供应双功能手性胍-酰胺配体/催化剂及相关产品，助力不对称催化研究。
双功能手性胍-酰胺配体/催化剂
| 品名 | CAS | 货号 |
|---|---|---|
| G1-Pr-iPr2, 95%, Mw=480.38 脯氨酸-2,6-二异丙基环己基胍 | 1416973-94-8 | 9478622 |
| G1-Pi-iPr2, 95%, Mw=494.4 哌啶-2,6-二异丙基环己基胍 | 1185881-42-8 | 9478623 |
| G1-Ra-CHPh2, 95%, Mw=526.37 雷米二苯甲胺环己基胍 | 1598407-77-2 | 9478624 |
| G1-TQ-Ph2-2,6-F, 95%, Mw=753.35 四氢异喹啉-2,6-二氟-磺酰胺胍 | 2170124-10-2 | 9478625 |
| G2-Ra-CHPh2, 95%, Mw=446.3 雷米二苯甲胺异丙基胍 | 2254541-49-4 | 963812 |
| G2-Ra-CHPh2, 95%, Mw=407.27 四氢异喹啉-胍基吡啶配体 | 2851956-12-0 | 9478627 |
催化剂
| 品名 | CAS | 货号 |
|---|---|---|
| Copper(I) iodide, 98% 碘化亚铜(I) | 7681-65-4 | 988790 |
| Rhodium(II) trifluoroacetate dimer, 27.5 - 35.0% Rh 三氟乙酸铑(II)二聚体 | 31126-95-1 | 479021 |
| Dichlorobis(di-tert-butylphenylphosphine)palladium(II), 98% 双(二叔丁基苯基膦)二氯化钯(II) | 34409-44-4 | 1084362 |
| Bis(tri-tert-butylphosphine)palladium, 98% 二(三叔丁基膦)钯 | 53199-31-8 | 181420 |
| Tetrakis(triphenylphosphine)palladium(0), 99% 四(三苯基膦)钯(0) | 14221-01-3 | 182482 |
| Palladium(II) acetate, 47.5% Pd 醋酸钯(II) | 3375-31-3 | 234582 |
溶剂
| 品名 | CAS | 货号 |
|---|---|---|
| Methanol, 99.9%, SuperDry, with molecular sieves, water≤30 ppm, J&KSeal 甲醇 | 67-56-1 | 957329促 危化品 |
| Tetrahydrofuran, 99.5%, SuperDry, with molecular sieves, stabilized with 250 ppm BHT, Water≤50 ppm, J&KSeal 四氢呋喃 | 109-99-9 | 974643促 危化品 |
| Acetonitrile, 99.9%, SuperDry, with molecular sieves, water≤50 ppm, J&KSeal 乙腈 | 75-05-8 | 939631促 危化品 |
| n-Hexane, 97.5%, SuperDry, with molecular sieves, J&Kseal, water:≤50 ppm 正己烷 | 110-54-3 | 994903促 危化品 |
耗材
| 品名 | CAS | 货号 |
|---|---|---|
| Quantitative spotting capillary tubes, 1 μl, capacity error ±0.05 μl 定量点样毛细管 | / | 9219772 |
| HPTLC silica gel plate (NaAc) (fluorescent indicator: no), 2% NaAc, 200*100 mm, layer thickness: 0.2-0.25 mm, particle size: 5-20 μm 高效薄层层析硅胶板(乙酸钠)(不含荧光) | / | 2750251 |
| Transfer pipets, 3 ml, 160 mm, PE, capacity 7.5 ml, unsterile 吸管 | / | 989082 |
| Magnetic stir bar, PTFE-coated, egg-shaped, A200(8-9mm*20mm), 5 pcs/pack 聚四氟乙烯磁力搅拌子,椭圆型 | / | 978702 |
参考文献
- Shunxi Dong, Xiaohua Liu, Yin Zhu, Peng He, Lili Lin, Xiaoming Feng. Organocatalytic Oxyamination of Azlactones: Kinetic Resolution of Oxaziridines and Asymmetric Synthesis of Oxazolin-4-Ones. J. Am. Chem. Soc. 2013, 135, 10026–10029.
- Shunxi Dong, Xiaoming Feng, Xiaohua Liu, Chiral Guanidines and Their Derivatives in Asymmetric Synthesis, Chem. Soc. Rev. 2018, 47, 8525–8540.
- Yu Tang, Jian Xu, Jian Yang, Lili Lin, Xiaoming Feng, Xiaohua Liu. Asymmetric Three-Component Reaction for the Synthesis of Tetrasubstituted Allenoates via Allenoate-Copper Intermediates, Chem 2018, 4, 1658–1672.
- Songsong Guo, Pei Dong, Yushuang Chen, Xiaoming Feng, Xiaohua Liu. Chiral Guanidine/Copper Catalyzed Asymmetric Azide-Alkyne Cycloaddition/[2+2] Cascade Reaction, Angew. Chem. Int. Ed. 2018, 57, 16852–16856.
- Jinzhao Li, Yuhao Mo, Liqiao Yan, Xiaoming Feng, Zhishan Su, Xiaohua Liu, Organocatalytic Stereoselective 8+2 Cycloaddition of Tropones with Azlactones, CCS Chem. 2022, 4, 650–659.
- Linfeng Hu, Jinzhao Li, Yongyan Zhang, Xiaoming Feng, Xiaohua Liu, Enantioselective 1,2-Stevens Rearrangement of Thiosulfonates to Construct Dithio-substituted Quaternary Carbon Centers, Chem. Sci. 2022, 13, 4103–4108.
- Shiyang Li, Cefei Zhang, Guihua Pan, Liangkun Yang, Zhishan Su, Xiaoming Feng, Xiaohua Liu, Enantioselective Photochemical Carbene Insertion into C−C and C−H Bonds of 1,3-Diketones by a Guanidine-Amide Organocatalyst, ACS Catal. 2023, 13, 4656−4666.
- Yongyan Zhang, Lichao Ning, Tianxin Zhu, Zheng Xie, Shunxi Dong, Xiaoming Feng, Xiaohua Liu, Chiral Guanidine Catalyzed Cyclization Reactions of 1,3-Enynes for Lactone Synthesis: Switchable H-bond Catalysis, Org. Chem. Front. 2024, 11, 2897−2904.
- Shuang Xin, Jibang Liao, Qi Tang, Xiaoming Feng, Xiaohua Liu, Photoinduced Copper-Catalyzed Asymmetric Cyanoalkylalkynylation of Alkenes, Terminal Alkyne, and Oximes, Chem. Sci. 2024, 15, 18557–18563.
- Xin He, Yihua Fu, Ruiying Xi, Cefei Zhang, Kexin Lan, Zhishan Su, Fei Wang, Xiaoming Feng, Xiaohua Liu. Asymmetric Carbene Insertion into Se-S Bonds by Synergistic Rh(II)/Guanidine Catalysis Involving Chalcogen-Bond Assistance. Angew. Chem. Int. Ed. 2025, 64, e202417636.
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