综述与进展

硅胶及其负载酸在糖化学中的应用研究进展

  • 颜世强 ,
  • 张伟 ,
  • 丁宁 ,
  • 李英霞
展开
  • a 复旦大学药学院 上海 201203;
    b 中国海洋大学医药学院 青岛 266003

收稿日期: 2012-03-03

  修回日期: 2012-05-09

  网络出版日期: 2012-06-01

基金资助

国家自然科学基金(Nos. 81072525, 21002014)资助项目.

Application Progress of Silica Gel Supported Acids in Carbohydrate Chemistry

  • Yan Shiqiang ,
  • Zhang Wei ,
  • Ding Ning ,
  • Li Yingxia
Expand
  • a School of Pharmacy, Fudan University, Shanghai 201203;
    b School of Pharmacy, Ocean University of China, Qingdao 266003

Received date: 2012-03-03

  Revised date: 2012-05-09

  Online published: 2012-06-01

Supported by

Project supported by the National Natural Science Foundation of China (Nos. 81072525, 21002014).

摘要

硅胶及其负载酸在有机合成中有着极其广泛的应用. 结合我们的研究工作, 系统综述了硅胶及其负载酸在糖化学中的应用研究进展. 主要内容包括它们在糖苷化、官能团转化以及水解反应方面的应用.

本文引用格式

颜世强 , 张伟 , 丁宁 , 李英霞 . 硅胶及其负载酸在糖化学中的应用研究进展[J]. 有机化学, 2012 , 32(11) : 2081 -2089 . DOI: 10.6023/cjoc1203031

Abstract

Silica gel and its supported acids have been used widely in organic synthesis. Based on our researches, their applications in carbohydrate chemistry are reviewed mainly focusing on the glycosylation, functional group transformation, and hydrolysis applications.

参考文献

[1] Corma, A. Curr. Opin. Solid State Mater. Sci. 1997, (2), p. 63.

[2] Sikdar, S. K.; Howell, S. G. J. Cleaner Prod. 1998, 6, 253.

[3] Varma, R. S. Green Chem. 1999, 1, 43.

[4] Baghernejad, B. Mini-Rev. Org. Chem. 2011, 8, 91.

[5] Salehi, P.; Zolfigol, M. A.; Shirinic, F.; Baghbanzadeh, M. Curr. Org. Chem. 2006, 10, 2171.

[6] Rauter, A. P.; Xavier, N. M.; Lucas, S. D.; Santos, M. Adv. Carbohydr. Chem. Biochem. 2010, 63, 29.

[7] Fischer, E. Ber. Deutsch. Chem. Ges. 1893, 26, 2400.

[8] Toshima, K.; Tatsuta, K. Chem. Rev. 1993, 93, 1503.

[9] Hanessian, S.; Lou, B. Chem. Rev. 2000, 100, 4443.

[10] Jensen, K. J. J. Chem. Soc., Perkin Trans. 1 2002, 2219.

[11] Toshima, K. Carbohydr. Res. 2006, 341, 1282.

[12] Toshima, K.; Sasaki, K. Comprehensive Glycoscience, Vol. 1, Amsterdam, Elsevier, 2007, p. 261.

[13] Matsushita, Y.; Sugamoto, K.; Kita, Y.; Matsui, T. Tetrahedron Lett. 1997, 38, 8709.

[14] Chakraborti, A. K.; Gulhane, R. Chem. Commun. 2003, 1896.

[15] Agarwal, A.; Rani, S.; Vankar, Y. D. J. Org. Chem. 2004, 69, 6137.

[16] Misra, A. K.; Tiwari, P.; Agnihotri, G. Synthesis. 2005, 260.

[17] Tiwari, P.; Agnihotriand, G.; Misra, A. K. Carbohydr. Res. 2005, 340, 749.

[18] Colinas, P. A.; Nuńez, N. A.; Bravo, R. D. J. Carbohydr. Chem. 2008, 27: 141–147.

[19] Mukhopadhyay, B.; Collet, B.; Field, R. A. Tetrahedron Lett. 2005, 46, 5923.

[20] Mukherjee, C.; Misra, A. K. Synthesis 2007, 683.

[21] Mukhopadhyay, B.; Maurer, S. V.; Rudolph, N.; van Well, R. M.; Russell, D. A.; Field, R. A. J. Org. Chem. 2005, 70, 9059.
[22] Du, Y.; Wei, G.; Cheng, S.; Hua, Y.; Linhardt, R. J. Tetrahedron Lett. 2006, 47, 307.

[23] Ludek, O. R.; Gu, W.; Gildersleeve, J. C. Carbohydr. Res. 2010, 345, 2074.

[24] Agnihotri, G.; Misra, A. K. Carbohydr. Res. 2006, 341, 2420.

[25] Chun, Y. X.; Yan, S. Q.; Li, X. P.; Ding, N.; Zhang, W.; Wang, P.; Li, Y. X.; Li, M. Tetrahedron Lett. 2011, 52, 6196.

[26] Roy, B.; Mukhopadhyay, B. Tetrahedron Lett. 2007, 48, 3783.

[27] Shaikh, N.; Russo, L.; Cipolla, L.; Nicotra, F. Mol. Diversity 2011, 15, 341.

[28] Richel, A.; Laurent, P.; Wathelet, B.; Wathelet, J. P.; Paquot, M. Tetrahedron Lett. 2010, 51, 1356.

[29] Zhou, J. F.; Chen, X.; Wang, Q. B.; Zhang, B.; Zhang, L. Y.; Yusulf, A.; Wang, Z. F.; Zhang, J. B.; Tang, J. Chin. Chem. Lett. 2010, 21, 922.

[30] Dasgupta, S.; Pramanik, K.; Mukhopadhyay, B. Tetrahedron 2007, 63, 12310.

[31] Mandaland, S.; Mukhopadhyay, B. Tetrahedron 2007, 63, 11363.

[32] Rajput, V. K.; Mukhopadhyay, B. J. Org. Chem. 2008, 73, 6924.

[33] Roy, B.; Pramanik, K.; Mukhopadhyay, B. Glycoconjugate J. 2008, 25, 157.

[34] Dasgupta, S.; Mukhopadhyay, B. Eur. J. Org. Chem. 2008, 5770.

[35] Roy, B.; Field, R. A.; Mukhopadhyay, B. Carbohydr. Res. 2009, 344, 2311.

[36] Verma, P.; Mukhopadhyay, B. Carbohydr. Res. 2009, 344, 2554.

[37] Wu, Y.; Yu, J. G.; Ma, X. F.; Zhang, J. S. Chin. Chem. Lett. 2007, 18, 1173.

[38] Rodríguez, O. M.; Colinas, P. A.; Bravo, R. D. Synlett 2009, 1154.

[39] Kinfe, H. H.; Mebrahtu, F. M.; Sithole, K. Carbohydr. Res. 2011, 346, 2528.

[40] Misra, A. K.; Tiwari, P.; Madhusudan, S. K. Carbohydr. Res. 2005, 340, 325.

[41] Mukhopadhyay, B.; Russell, D. A.; Field, R. A. Carbohydr. Res. 2005, 340, 1075.

[42] Agarwal, A.; Vankar, Y. D. Carbohydr. Res. 2005, 340, 1661.

[43] Agnihotri, G.; Misra, A. K. Tetrahedron Lett. 2006, 47, 3653.

[44] Agnihotri, G.; Tiwari, P.; Misra, A. K. J. Carbohydr. Chem. 2006, 25, 491.

[45] Liu, H. X.; Wu, Q. P.; Shu, Y. N.; Chen, X.; Xi, X. D.; Du, T. J.; Zhang, Q. S. Carbohydr. Res. 2009, 344, 2342.

[46] Du, T. J.; Wu, Q. P.; Liu, H. X.; Chen, X.; Shu, Y. N.; Xi, X. D.; Zhang, Q. S.; Li, Y. Z. Tetrahedron 2011, 67, 1096.

[47] Wu, H.; Shen, Y.; Fan, L. Y.; Wan, Y.; Shi, D. Q. Tetrahedron 2006, 62, 7995.

[48] Mukhopadhyay, B. Tetrahedron Lett. 2006, 47, 4337.

[49] Rajput, V. K.; Mukhopadhyay, B. Tetrahedron Lett. 2006, 47, 5939.

[50] Rajput, V. K.; Roy, B.; Mukhopadhyay, B. Tetrahedron Lett. 2006, 47, 6987.

[51] Roy, B.; Verma, P.; Mukhopadhyay, B. Carbohydr. Res. 2009, 344, 145.

[52] Yan, S. Q.; Ding, N.; Zhang, W.; Wang, P.; Li, Y. X.; Li, M. Carbohydr. Res. 2012, 354, 6.

[53] Kumar, G. D. K.; Baskaran, S. J. Org. Chem. 2005, 70, 4520.

[54] Kumar, P. S.; Kumar, G. D. K.; Baskaran, S. Eur. J. Org. Chem. 2008, 6063.

[55] Yadav, J. S.; Raghavendra, S.; Satyanarayana, M.; Balanarsaiah, E. Synlett 2005, 2461.

[56] Das, B.; Mahender, G.; Kumar, V. S.; Chowdhury, N. Tetrahedron Lett. 2004, 45, 6709.

[57] Niu, Y.; Wang, N.; Cao, X.; Ye, X. S. Synlett 2007, 2116.

[58] Mahender, G.; Ramu, R.; Ramesh, C.; Das, B. Chem. Lett. 2003, 734.

[59] Tiwari, P.; Misra, A. K. Tetrahedron Lett. 2006, 47, 3573.

[60] Dasgupta, S.; Roy, B.; Mukhopadhyay, B. Carbohydr. Res. 2006, 341, 2708.
文章导航

/