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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.
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  • 收稿日期:  2011-01-20
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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
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