留言板

尊敬的读者、作者、审稿人, 关于本刊的投稿、审稿、编辑和出版的任何问题, 您可以本页添加留言。我们将尽快给您答复。谢谢您的支持!

姓名
邮箱
手机号码
标题
留言内容
验证码

应中央军委要求,2022年9月起,《药学实践杂志》将更名为《药学实践与服务》,双月刊,正文96页;2023年1月起,拟出版月刊,正文64页,数据库收录情况与原《药学实践杂志》相同。欢迎作者踊跃投稿!

脯氨酸衍生物类有机催化剂的研究进展

赵明珠 姜志辉 蔡瞻 张大志

赵明珠, 姜志辉, 蔡瞻, 张大志. 脯氨酸衍生物类有机催化剂的研究进展[J]. 药学实践与服务, 2012, 30(1): 19-24,41. doi: 10.3969/j.issn.1006-0111.2012.01.005
引用本文: 赵明珠, 姜志辉, 蔡瞻, 张大志. 脯氨酸衍生物类有机催化剂的研究进展[J]. 药学实践与服务, 2012, 30(1): 19-24,41. doi: 10.3969/j.issn.1006-0111.2012.01.005
ZHAO Ming-zhu, JIANG Zhi-hui, CAI Zhan, ZHANG Da-zhi. Progress on proline derivatives as organocatalysts[J]. Journal of Pharmaceutical Practice and Service, 2012, 30(1): 19-24,41. doi: 10.3969/j.issn.1006-0111.2012.01.005
Citation: ZHAO Ming-zhu, JIANG Zhi-hui, CAI Zhan, ZHANG Da-zhi. Progress on proline derivatives as organocatalysts[J]. Journal of Pharmaceutical Practice and Service, 2012, 30(1): 19-24,41. doi: 10.3969/j.issn.1006-0111.2012.01.005

脯氨酸衍生物类有机催化剂的研究进展

doi: 10.3969/j.issn.1006-0111.2012.01.005

Progress on proline derivatives as organocatalysts

  • 摘要: 近年来,有机小分子催化剂已成为不对称合成研究领域的热点.脯氨酸在诸多不对称反应中显示出的良好的催化选择性,由此对脯氨酸的结构进行修饰和改造也引起人们的兴趣,以期得到催化性能更优越的催化剂。本文将脯氨酸衍生物分为十类,以其类型为线索综述了其在不对称催化反应中的研究进展。
  • [1] Yan ZY, Niu YN, Wei HL, et al. Combining proline and 'click chemistry': a class of versatile organocatalysts for the highly diastereo-and enantioselective Michael addition in water[J]. Tetrahedron: Asymmetry, 2006, 17: 3288.
    [2] Zhang L, Xu H, Mi XL, et al. Chiral pyrrolidine-azole conjugates: Simple and efficient asymmetric organocatalysts for Michael addition to nitrostyrenes[J]. Chinese Sci Bull, 2010, 55: 1735.
    [3] Saito S, Nakadai M, Yamamoto H. Diamine-protonic acid catalysts for catalytic asymmetric aldol reaction[J]. Synlett, 2001, 8: 1245.
    [4] Nobuyuki M, Yusuke N, Naoko O, et al. Organocatalytic direct asymmetric aldol reactions in water[J]. J Am Chem Soc, 2006, 128: 734.
    [5] Pansare SV, Raie LK. Secondary-secondary diamine catalysts for the enantioselective michael addition of cyclic ketones to nitroalkenes[J]. Tetrahedron, 2009, 65: 4557.
    [6] Marigo M, Fielenbach D, Braunton A, et al. Enantioselective formation of stereogenic carbon-fluorine centers by a simple catalytic method[J]. Angew Chem Int Ed, 2005, 44: 3703.
    [7] Wu J, Ni B, Headley AD. Di(methylimidazole)prolinol silyl ether catalyzed highly michael addition of aldehydes to nitroolefins in water[J]. Org Lett, 2009, 11: 3354.
    [8] Lin QY, Meloni D, Pan YC, Michael Xia, et al. Enantioselective synthesis of Janus kinase inhibitor INCB018424 via an organocatalytic aza-michael reaction[J]. Org Lett, 2009, 11: 1999.
    [9] Bondzic PB, Urushima T, Ishikawa H, et al. Asymmetric epoxidation of α-substituted acroleins catalyzed by diphenylprolinol silyl ether[J]. Org Lett, 2010, 12: 5434.
    [10] Jia YN, Wu FC, Ma X, et al. Highly ef?cient prolinamide-based organocatalysts for the direct asymmetric aldol reaction in brine[J]. Tetrahedron Lett, 2009, 50: 3059.
    [11] Pasternak M, Paradowska J, Rogozińska M, et al. Direct asymmetric α-hydroxymethylation of ketones in homogeneous aqueous solvents[J]. Tetrahedron Lett, 2010, 51: 4088.
    [12] 林国强, 陈耀全, 李月明, 等. 手性合成-不对称反应及其应用[M]. 北京: 科学出版社,2007: 118.
    [13] Saha S, Seth S, Moorthy JN. Functionalized proline with double hydrogen bonding potential: highly enantioselective michael addition of carbonyl compounds to b-nitrostyrenes in brine[J]. Tetrahedron Lett, 2010, 51: 5281.
    [14] Yang H, Mahapatra S, Cheong PHY, et al. Highly stereoselective and scalable anti-aldol reactions using N-(p-Dodecylphenylsulfonyl)-2-pyrrolidinecarboxamide: scope and rigins of stereoselectivities[J]. J Org Chem, 2010, 75:7279.
    [15] Wei SW, Yalalov DA, Tsogoeva SB, et al. New highly enantioselective thiourea-based bifunctional organocatalysts for nitro-michael addition reactions[J]. Catalysis Today, 2007, 121: 151.
    [16] Demir AS, Eymur S. Self-assembly of organocatalysts for the enantioselective michael addition of aldehydes to nitroalkenes[J]. Tetrahedron:Asymmetry, 2010, 21: 112.
    [17] Lu AD, Gao P, Wu Y, et al. Highly enantio-and diastereoselective michael addition of cyclohexanone to nitroolefins catalyzed by a chiral glucose-based bifunctional secondary amine-thiourea catalyst[J]. Org Biomol Chem, 2009, 7: 3141.
    [18] Tsogoeva SB, Jagtap SB, Ardemasova ZA, et al. Ardemasovab 4-trans-Amino-proline based di-and tetrapeptides as organic catalysts for asymmetric C-C bond formation reactions[J]. Tetrahedron: Asymmetry, 2006, 17: 989.
    [19] Chen FB, Huang S, Zhang H, et al. Proline-based dipeptides with two amide units as organocatalyst for the asymmetric aldol reaction of cyclohexanone with aldehydes[J]. Tetrahedron, 2008, 64: 9585.
    [20] Wu FC, Da CS, Du ZX, et al. N-Primary-Amine-Terminal γ-Turn tetrapeptides as organocatalysts for highly enantioselective aldol reaction[J]. J Org Chem, 2009, 74: 4812.
    [21] Agarwal J, Peddinti RK. Asymmetric michael addition catalysed by sugar-based prolinamides in solvent-free conditions[J]. Tetrahedron Lett, 2011, 52: 117.
    [22] Dinér P, Amedjkouh M. Aminophosphonates as organocatalysts in the direct asymmetric aldol reaction: towards syn selectivity in the presence of Lewis bases[J]. Org Biomol Chem, 2006, 4: 2091.
    [23] Tan B, Zeng XF, Lu Y, et al. Rational design of organocatalyst: highly stereoselective michael addition of cyclic ketones to nitroole?ns[J]. Org Lett, 2009, 11: 1927.
    [24] Xu DZ, Liu YJ, Hui Li, et al. A new kind of organophosphorus compounds as an efficient catalyst for asymmetric C-C bond formation reactions[J]. Tetrahedron, 2010, 66: 8899.
    [25] Luo S, Mi X, Zhang L, et al. Functionalized chiral Ionic Liquids as highly efficient asymmetric organocatalysts for michael addition to nitroolefins[J]. Angew Chem Int Ed, 2006, 45: 3093.
    [26] Xu DZ, Liu YJ, Shi S, et al. Chiral quaternary alkylammonium ionic liquid [Pro-dabco]BF4]: as a recyclable and highly efficient organocatalyst for asymmetric michael addition reactions[J]. Tetrahedron: Asymmetry, 2010, 21: 2530.
    [27] Fu YQ, An YJ, Liu WM, et al. Highly diastereo-and enantioselective direct aldol reaction catalyzed by simple amphiphilic proline derivatives[J]. Catal Lett, 2008, 124: 397.
    [28] Kristensen TE, Kristian V, Jakobsen MG, et al. A general approach for preparation of polymer-supported chiral organocatalysts via acrylic copolymerization[J]. J Org Chem, 2010, 75: 1620.
    [29] Prasetyanto EA, Khan NH, Seo HU, et al. Asymmetric epoxidation of a, b-unsaturated ketones over heterogenized chiral proline diamide complex catalyst in the solvent-Free condition[J]. Top Catal, 2010, 53: 1381.
  • [1] 石晓萍, 吕迁洲, 李晓宇, 许青.  泊沙康唑对比伏立康唑经验治疗或诊断驱动治疗免疫功能低下患者侵袭性霉菌病的成本-效果分析 . 药学实践与服务, 2024, 42(): 1-8. doi: 10.12206/j.issn.2097-2024.202401050
    [2] 杨嘉宁, 赵一颖, 肖伟.  七味脂肝方对非酒精性脂肪性肝炎动物模型的药效学评价 . 药学实践与服务, 2024, 42(9): 389-398. doi: 10.12206/j.issn.2097-2024.202404096
    [3] 迟文雅, 袁艳, 李伟林, 吴茼妤, 俞媛.  负载骨髓间充质干细胞/白藜芦醇脂质体的水凝胶支架用于创伤性脑损伤治疗 . 药学实践与服务, 2024, 42(): 1-8. doi: 10.12206/j.issn.2097-2024.202406034
    [4] 戴菲菲, 傅翔, 陈琼年, 俞苏纯.  上海某二级医院革兰阴性菌流行特征的回顾性分析 . 药学实践与服务, 2024, 42(): 1-5. doi: 10.12206/j.issn.2097-2024.202305005
    [5] 唐淑慧, 凤美娟, 薛智霞, 鲁桂华.  帕博利珠单抗治疗所致免疫相关不良反应与中医体质的相关性研究 . 药学实践与服务, 2024, 42(5): 217-222. doi: 10.12206/j.issn.2097-2024.202311029
    [6] 桂明珠, 李静, 李志玲.  儿童伏立康唑的血药浓度与CYP2C19、CYP2C9和CYP3A5基因多态性的相关性研究 . 药学实践与服务, 2024, 42(): 1-5. doi: 10.12206/j.issn.2097-2024.202402020
    [7] 孙丹倪, 黄勇, 张嘉宝, 王培.  代谢相关脂肪性肝病的无创诊断与药物治疗 . 药学实践与服务, 2024, 42(10): 411-418. doi: 10.12206/j.issn.2097-2024.202403049
    [8] 王耀振, 徐灿, 吕顺莉, 田泾, 张东炜.  钾离子竞争性酸阻滞剂的药学特征研究进展 . 药学实践与服务, 2024, 42(7): 278-284. doi: 10.12206/j.issn.2097-2024.202306040
    [9] 张晶晶, 索丽娜, 郑兆红.  89例细菌性肝脓肿的临床特征及抗感染治疗分析 . 药学实践与服务, 2024, 42(6): 267-272. doi: 10.12206/j.issn.2097-2024.202302039
    [10] 徐璐璐, 刘爱军.  丹参白术方“异病同治”冠心病、血管性痴呆、特发性膜性肾病的网络药理学作用机制研究 . 药学实践与服务, 2024, 42(12): 1-8. doi: 10.12206/j.issn.2097-2024.202312027
    [11] 陈炳辰, 王思真, 郭贝贝, 杨峰.  紫杉醇棕榈酸酯的合成及其脂质体的制备与处方研究 . 药学实践与服务, 2024, 42(9): 379-384, 410. doi: 10.12206/j.issn.2097-2024.202404062
    [12] 韩丹, 高文, 王璐暖, 孙蕊, 郭明明, 舒丽芯.  美国FDA有关药品紧急授权的实践与启示 . 药学实践与服务, 2024, 42(): 1-4. doi: 10.12206/j.issn.2097-2024.202309044
    [13] 刘丽艳, 余小翠, 孙传铎.  纳武利尤单抗治疗非小细胞肺癌有效性及安全性的Meta分析 . 药学实践与服务, 2024, 42(10): 451-456. doi: 10.12206/j.issn.2097-2024.202310044
    [14] 景凯, 杨慈荣, 张圳, 臧艺蓓, 刘霞.  黄芪甲苷衍生物治疗慢性心力衰竭小鼠的药效评价及作用机制研究 . 药学实践与服务, 2024, 42(5): 190-197. doi: 10.12206/j.issn.2097-2024.202310004
    [15] 张艺昕, 关欣怡, 王博宁, 闻俊, 洪战英.  二氢吡啶类钙离子拮抗药物手性分析及其立体选择性药动学研究进展 . 药学实践与服务, 2024, 42(8): 319-324. doi: 10.12206/j.issn.2097-2024.202308062
  • 加载中
计量
  • 文章访问数:  5370
  • HTML全文浏览量:  350
  • PDF下载量:  426
  • 被引次数: 0
出版历程
  • 收稿日期:  2011-01-20
  • 修回日期:  2011-05-20

脯氨酸衍生物类有机催化剂的研究进展

doi: 10.3969/j.issn.1006-0111.2012.01.005

摘要: 近年来,有机小分子催化剂已成为不对称合成研究领域的热点.脯氨酸在诸多不对称反应中显示出的良好的催化选择性,由此对脯氨酸的结构进行修饰和改造也引起人们的兴趣,以期得到催化性能更优越的催化剂。本文将脯氨酸衍生物分为十类,以其类型为线索综述了其在不对称催化反应中的研究进展。

English Abstract

赵明珠, 姜志辉, 蔡瞻, 张大志. 脯氨酸衍生物类有机催化剂的研究进展[J]. 药学实践与服务, 2012, 30(1): 19-24,41. doi: 10.3969/j.issn.1006-0111.2012.01.005
引用本文: 赵明珠, 姜志辉, 蔡瞻, 张大志. 脯氨酸衍生物类有机催化剂的研究进展[J]. 药学实践与服务, 2012, 30(1): 19-24,41. doi: 10.3969/j.issn.1006-0111.2012.01.005
ZHAO Ming-zhu, JIANG Zhi-hui, CAI Zhan, ZHANG Da-zhi. Progress on proline derivatives as organocatalysts[J]. Journal of Pharmaceutical Practice and Service, 2012, 30(1): 19-24,41. doi: 10.3969/j.issn.1006-0111.2012.01.005
Citation: ZHAO Ming-zhu, JIANG Zhi-hui, CAI Zhan, ZHANG Da-zhi. Progress on proline derivatives as organocatalysts[J]. Journal of Pharmaceutical Practice and Service, 2012, 30(1): 19-24,41. doi: 10.3969/j.issn.1006-0111.2012.01.005
参考文献 (29)

目录

    /

    返回文章
    返回