SCOPUS 정보 검색 플랫폼

Carbohydrate Research

Volumn 354, Issue , 2012, Pages 6-20

An efficient and recyclable catalyst for the cleavage of tert-butyldiphenylsilyl ethers

(6) Yan, Shiqiang a Ding, Ning b Zhang, Wei b Wang, Peng a Li, Yingxia b Li, Ming a

a Laboratory for Marine Science and Technology (China)

b FUDAN UNIVERSITY (China)

Author keywords

Chemoselectivity; Supported catalysis; tert Butyldiphenylsilyl ethers; Triflic acid

Indexed keywords

CHEMO-SELECTIVITY; CHEMOSELECTIVE; DEPROTECTION; ENVIRONMENT FRIENDLY; HETEROGENEOUS REACTIONS; PROTECTING GROUP; RECYCLABLE CATALYST; SUPPORTED CATALYSIS; SUPPORTED ON SILICA; TRIFLIC ACIDS;

ACETONITRILE; CARBOHYDRATES; SILICA GEL;

ETHERS;

4 METHOXYOHENYL 2,3,4 TRI O BENZOYL 6 O TERT BUTYLDIPHENYLSIYL BETA DEXTRO GLUCOPYRANOSIDE; 4 METHOXYPHENYL 2,3 DI O BENZOYL 4 O MESYL 6 O TERT BUTYLDIPHENYLSIYL BETA DEXTRO GLUCOPYRANOSIDE; 4 METHOXYPHENYL 2,3 DI O BENZOYL 4 O MESYL BETA DEXTRO GLUCOPYRANOSIDE; 4 METHOXYPHENYL 2,3 DI O BENZOYL 6 O TER BUTYLDIPHENYLSIYL ALPHA DEXTRO MANNOPYRANOSIDE; 4 METHOXYPHENYL 2,3 DI O BENZOYL ALPHA DEXTRO MANNOPYRANOSIDE; 4 METHOXYPHENYL 2,3,4 TRI O BENZOYL ALPHA DEXTRO MANNOPYRANOSIDE; 4 METHOXYPHENYL 2,3,4 TRI O BENZOYL BETA DEXTRO GLUCOPYRANOSIDE; 4 METHOXYPHENYL 2,3,4 TRI O BENZYL 6 O TERT BUTYLDIPHENYLSIYL ALPHA DEXTRO GALACTOPYRANOSIDE; 4 METHOXYPHENYL 2,3,4 TRI O BENZYL ALPHA DEXTRO GALACTOPYRANOSIDE; 4 NITROPHENYL 2,3,4 TRI O BENZOYL 6 O TERT BUTYLDIPHENYLSIYL BETA DEXTRO GLUCOPYRANOSIDE; 4 NITROPHENYL 2,3,4 TRI O BENZOYL BETA DEXTRO GLUCOPYRANOSIDE; 4 TOLYL 2,3,4 TRI O BENZOYL 1 THIO BETA DEXTRO GALACTOPYRANOSIDE; 4 TOLYL 2,3,4 TRI O BENZOYL 6 O TERT BUTLDIPHENYLSIYL 1 THIO BETA DEXTRO GALACTOPYRANOSIDE; ACETONITRILE; CARBOHYDRATE DERIVATIVE; ETHYL 2,3,4 TRI O BENZOYL 1 THIO ALPHA DEXTRO MANNOPYRANOSIDE; ETHYL 2,3,4 TRI O BENZOYL 6 O TERT BUTYLDIPHENYLSIYL 1 THIO ALPHA DEXTRO MANNOPYRANOSIDE; METHYL 2,3 DI O ACETYL 4 O PIVALOYL 6 O TERT BUTLDIPHENYLSIYL ALPHA DEXTRO MANNOPYRANOSIDE; METHYL 2,3 DI O ACETYL 4 O PIVALOYL ALPHA DEXTRO MANNOPYRANOSIDE; PHENYL 2,3,4 TRI O BENZOYL 6 O TERT BUTYLDIPHENYLSIYL BETA DEXTRO GLUCOPYRANOSIDE; PHENYL 2,3,4 TRI O BENZOYL BETA DEXTRO GLUCOPYRANOSIDE; PROPARGYL 2,3,4 TRI O BENZOYL 6 O TERT BUTYLDIPHENYLSIYL ALPHA DEXTRO GLUCOPYRANOSIDE; PROPARGYL 2,3,4 TRI O BENZOYL 6 O TERT BUTYLDIPHENYLSIYL BETA DEXTRO GLUCOPYRANOSIDE; PROPARGYL 2,3,4 TRI O BENZOYL ALPHA DEXTRO GLUCOPYRANOSIDE; PROPARGYL 2,3,4 TRI O BENZOYL BETA DEXTRO GLUCOPYRANOSIDE; SAPONIN DERIVATIVE; SILANE DERIVATIVE; SILICA GEL; TERT BUTYLDIPHENYLSILYL ETHER; TRIFLUOROMETHANESULFONIC ACID; UNCLASSIFIED DRUG;

ARTICLE; CARBOHYDRATE SYNTHESIS; CATALYSIS; DESILYLATION; PRIORITY JOURNAL; REACTION OPTIMIZATION; REACTION TIME; TEMPERATURE;

ACETONITRILES; CATALYSIS; ETHERS; GELS; MESYLATES; MOLECULAR CONFORMATION; SILANES; SILICON DIOXIDE;

EID: 84861199009 PISSN: 00086215 EISSN: 1873426X Source Type: Journal
DOI: 10.1016/j.carres.2012.02.021 Document Type: Article

Times cited : (27)

References (52)

1
- 0003463148
- 4th ed. John Wiley & Sons New York
- T.W. Green, and P.G.M. Wuts Protecting Groups in Organic Synthesis 4th ed. 2007 John Wiley & Sons New York pp 306-315
- (2007) Protecting Groups in Organic Synthesis , pp. 306-315
- Green, T.W.¹ Wuts, P.G.M.²

2
- 0000231755
- K. Jarowicki, and P. Kocienski J. Chem. Soc., Perkin Trans. 1 1999 1589 1616
- (1999) J. Chem. Soc., Perkin Trans. 1 , pp. 1589-1616
- Jarowicki, K.¹ Kocienski, P.²

3
- 0029841253
- T.D. Nelson, and R.D. Crouch Synthesis 1996 1031 1069
- (1996) Synthesis , pp. 1031-1069
- Nelson, T.D.¹ Crouch, R.D.²

4
- 0001642223
- S. Hanessian, and P. Lavallee Can. J. Chem. 53 1975 2975 2977
- (1975) Can. J. Chem. , vol.53 , pp. 2975-2977
- Hanessian, S.¹ Lavallee, P.²

5
- 0001385586
- A. Stern, and J.S. Swenton J. Org. Chem. 52 1987 2763 2768
- (1987) J. Org. Chem. , vol.52 , pp. 2763-2768
- Stern, A.¹ Swenton, J.S.²

6
- 0001726437
- L.E. Overman, M.E. Okazaki, and P. Mishra Tetrahedron Lett. 27 1986 4391 4394
- (1986) Tetrahedron Lett. , vol.27 , pp. 4391-4394
- Overman, L.E.¹ Okazaki, M.E.² Mishra, P.³

7
- 0042869554
- C. Rucker Chem. Rev. 95 1995 1009 1064
- (1995) Chem. Rev. , vol.95 , pp. 1009-1064
- Rucker, C.¹

8
- 84989409179
- M. Lalonde, and T.H. Chan Synthesis 1985 817 845
- (1985) Synthesis , pp. 817-845
- Lalonde, M.¹ Chan, T.H.²

9
- 0029799743
- M. Schelhaas, and H. Waldmann Angew. Chem., Int. Ed. 35 1996 2056 2083
- (1996) Angew. Chem., Int. Ed. , vol.35 , pp. 2056-2083
- Schelhaas, M.¹ Waldmann, H.²

10
- 0034741041
- K. Jarowicki, and P. Kocienski J. Chem. Soc., Perkin Trans. 1 2001 2109 2135
- (2001) J. Chem. Soc., Perkin Trans. 1 , pp. 2109-2135
- Jarowicki, K.¹ Kocienski, P.²

11
- 73649140607
- references cited therein
- J.M. Bothwell, V.V. Angeles, J.P. Carolan, M.E. Olson, and R.S. Mohan Tetrahedron Lett. 51 2010 1056 1058 and references cited therein
- (2010) Tetrahedron Lett. , vol.51 , pp. 1056-1058
- Bothwell, J.M.¹ Angeles, V.V.² Carolan, J.P.³ Olson, M.E.⁴ Mohan, R.S.⁵

12
- 19544377004
- references cited therein
- G.D.K. Kumar, and S. Baskaran J. Org. Chem. 70 2005 4520 4523 and references cited therein
- (2005) J. Org. Chem. , vol.70 , pp. 4520-4523
- Kumar, G.D.K.¹ Baskaran, S.²

13
- 68949215125
- B. Wang, H.X. Sun, B. Chen, and Z.H. Sun Green Chem. 11 2009 1112 1114
- (2009) Green Chem. , vol.11 , pp. 1112-1114
- Wang, B.¹ Sun, H.X.² Chen, B.³ Sun, Z.H.⁴

14
- 64249101450
- S.T.A. Shah, S. Singh, and P.J. Guiry J. Org. Chem. 74 2009 2179 2182
- (2009) J. Org. Chem. , vol.74 , pp. 2179-2182
- Shah, S.T.A.¹ Singh, S.² Guiry, P.J.³

15
- 44949194596
- S.T.A. Shah, and P.J. Guiry Org. Biomol. Chem. 6 2008 2168 2172
- (2008) Org. Biomol. Chem. , vol.6 , pp. 2168-2172
- Shah, S.T.A.¹ Guiry, P.J.²

16
- 0034941592
- M.T. Barros, C.D. Maycock, and C. Thomassigny Synlett 2001 1146 1148
- (2001) Synlett , pp. 1146-1148
- Barros, M.T.¹ Maycock, C.D.² Thomassigny, C.³

17
- 1242338911
- S. Kim, S.M. Jacobo, C.T. Chang, S. Bellone, W.S. Powell, and J. Rokach Tetrahedron Lett. 45 2004 1973 1976
- (2004) Tetrahedron Lett. , vol.45 , pp. 1973-1976
- Kim, S.¹ Jacobo, S.M.² Chang, C.T.³ Bellone, S.⁴ Powell, W.S.⁵ Rokach, J.⁶

18
- 0742269720
- R.D. Crouch, C.A. Romany, A.C. Kreshock, K.A. Menconi, and J.L. Zile Tetrahedron Lett. 45 2004 1279 1281
- (2004) Tetrahedron Lett. , vol.45 , pp. 1279-1281
- Crouch, R.D.¹ Romany, C.A.² Kreshock, A.C.³ Menconi, K.A.⁴ Zile, J.L.⁵

19
- 0037193116
- I. Matsuo, M. Wada, and Y. Ito Tetrahedron Lett. 43 2002 3273 3275
- (2002) Tetrahedron Lett. , vol.43 , pp. 3273-3275
- Matsuo, I.¹ Wada, M.² Ito, Y.³

20
- 0032537712
- A.S.Y. Lee, H.C. Yeh, and J.J. Shie Tetrahedron Lett. 39 1998 5249 5252
- (1998) Tetrahedron Lett. , vol.39 , pp. 5249-5252
- Lee, A.S.Y.¹ Yeh, H.C.² Shie, J.J.³

21
- 0025255550
- M.S. Shekhani, K.M. Khan, K. Mahmood, P.M. Shah, and S.T. Lenera Tetrahedron Lett. 31 1990 1669 1670
- (1990) Tetrahedron Lett. , vol.31 , pp. 1669-1670
- Shekhani, M.S.¹ Khan, K.M.² Mahmood, K.³ Shah, P.M.⁴ Lenera, S.T.⁵

22
- 28944439667
- Y.G. Du, G.H. Wei, S.H. Cheng, Y.X. Hua, and R.J. Linhardt Tetrahedron Lett. 47 2006 307 310
- (2006) Tetrahedron Lett. , vol.47 , pp. 307-310
- Du, Y.G.¹ Wei, G.H.² Cheng, S.H.³ Hua, Y.X.⁴ Linhardt, R.J.⁵

23
- 0033440041
- J.H. Clark Green Chem. 1 1999 1 8
- (1999) Green Chem. , vol.1 , pp. 1-8
- Clark, J.H.¹

24
- 77949570597
- J. Hegner, K.C. Pereira, B. DeBoef, and B.L. Lucht Tetrahedron Lett. 51 2010 2356 2358
- (2010) Tetrahedron Lett. , vol.51 , pp. 2356-2358
- Hegner, J.¹ Pereira, K.C.² Deboef, B.³ Lucht, B.L.⁴

25
- 84861190814
- T. Kassrin, S. Supannee, R. Somsak, and P. Poonsakdi Tetrahedron 65 2009 4316 4325
- (2009) Tetrahedron , vol.65 , pp. 4316-4325
- Kassrin, T.¹ Supannee, S.² Somsak, R.³ Poonsakdi, P.⁴

26
- 55549133579
- C.R. Reddy, B. Srikanth, N. Narsimha Rao, and D.S. Shin Tetrahedron 64 2008 11666 11672
- (2008) Tetrahedron , vol.64 , pp. 11666-11672
- Reddy, C.R.¹ Srikanth, B.² Narsimha Rao, N.³ Shin, D.S.⁴

27
- 0034583293
- M. Misono, I. Ono, G. Koyano, and A. Aoshima Pure Appl. Chem. 72 2000 1305 1311
- (2000) Pure Appl. Chem. , vol.72 , pp. 1305-1311
- Misono, M.¹ Ono, I.² Koyano, G.³ Aoshima, A.⁴

28
- 0034583449
- K. Wilson, and J.H. Clark Pure Appl. Chem. 72 2000 1313 1319
- (2000) Pure Appl. Chem. , vol.72 , pp. 1313-1319
- Wilson, K.¹ Clark, J.H.²

29
- 0344465877
- L.R. Pizzio, P.G. Vázquez, C.V. Cáceres, and M.N. Blanco Appl. Catal., A 256 2003 125 139
- (2003) Appl. Catal., A , vol.256 , pp. 125-139
- Pizzio, L.R.¹ Vázquez, P.G.² Cáceres, C.V.³ Blanco, M.N.⁴

30
- 33646437251
- A.N. Pârvulescu, B.C. Gagea, V.I. Pârvulescu, D.D. Vos, and P.A. Jacobs Appl. Catal., A 306 2006 159 164
- (2006) Appl. Catal., A , vol.306 , pp. 159-164
- Pârvulescu, A.N.¹ Gagea, B.C.² Pârvulescu, V.I.³ Vos, D.D.⁴ Jacobs, P.A.⁵

31
- 30744437939
- A.N. Pârvulescu, B.C. Gagea, G. Poncelet, and V.I. Pârvulescu Appl. Catal., A 301 2006 133 137
- (2006) Appl. Catal., A , vol.301 , pp. 133-137
- Pârvulescu, A.N.¹ Gagea, B.C.² Poncelet, G.³ Pârvulescu, V.I.⁴

32
- 27844500676
- B.C. Gagea, A.N. Pârvulescu, G. Poncelet, and V.I. Pârvulescu Catal. Lett. 105 2005 219 222
- (2005) Catal. Lett. , vol.105 , pp. 219-222
- Gagea, B.C.¹ Pârvulescu, A.N.² Poncelet, G.³ Pârvulescu, V.I.⁴

33
- 0346276916
- B.C. Gagea, A.N. Pârvulescu, V.I. Pârvulescu, A. Auroux, P. Grange, and G. Poncelet Catal. Lett. 91 2003 141 144
- (2003) Catal. Lett. , vol.91 , pp. 141-144
- Gagea, B.C.¹ Pârvulescu, A.N.² Pârvulescu, V.I.³ Auroux, A.⁴ Grange, P.⁵ Poncelet, G.⁶

34
- 77953318166
- P.N. Liu, F. Xia, Q.W. Wang, Y.J. Ren, and J.Q. Chen Green Chem. 12 2010 1049 1055
- (2010) Green Chem. , vol.12 , pp. 1049-1055
- Liu, P.N.¹ Xia, F.² Wang, Q.W.³ Ren, Y.J.⁴ Chen, J.Q.⁵

35
- 0035241726
- A. de Angelis, C. Flego, P. Ingallina, L. Montanari, M.G. Clerici, C. Carati, and C. Perego Catal. Today 65 2001 363 371
- (2001) Catal. Today , vol.65 , pp. 363-371
- De Angelis, A.¹ Flego, C.² Ingallina, P.³ Montanari, L.⁴ Clerici, M.G.⁵ Carati, C.⁶ Perego, C.⁷

36
- 72249102363
- G.P. Song, S. Yang, W. Zhang, Y.L. Cao, P. Wang, N. Ding, Z.H. Zhang, Y. Guo, and Y.X. Li J. Med. Chem. 52 2009 7368 7371
- (2009) J. Med. Chem. , vol.52 , pp. 7368-7371
- Song, G.P.¹ Yang, S.² Zhang, W.³ Cao, Y.L.⁴ Wang, P.⁵ Ding, N.⁶ Zhang, Z.H.⁷ Guo, Y.⁸ Li, Y.X.⁹

37
- 77649328407
- Q.C. Liu, L. Zhang, X.P. Li, T.T. Guo, P. Wang, and Y.X. Li J. Carbohydr. Chem. 28 2009 506 519
- (2009) J. Carbohydr. Chem. , vol.28 , pp. 506-519
- Liu, Q.C.¹ Zhang, L.² Li, X.P.³ Guo, T.T.⁴ Wang, P.⁵ Li, Y.X.⁶

38
- 66249117677
- T.T. Guo, Q.C. Liu, P. Wang, L. Zhang, W. Zhang, and Y.X. Li Carbohydr. Res. 344 2009 1167 1174
- (2009) Carbohydr. Res. , vol.344 , pp. 1167-1174
- Guo, T.T.¹ Liu, Q.C.² Wang, P.³ Zhang, L.⁴ Zhang, W.⁵ Li, Y.X.⁶

39
- 67649417998
- Q.C. Liu, P. Wang, L. Zhang, T.T. Guo, G.K. Lv, and Y.X. Li Carbohydr. Res. 344 2009 1276 1281
- (2009) Carbohydr. Res. , vol.344 , pp. 1276-1281
- Liu, Q.C.¹ Wang, P.² Zhang, L.³ Guo, T.T.⁴ Lv, G.K.⁵ Li, Y.X.⁶

40
- 46849083748
- S.L. Zhu, Y.X. Li, and B. Yu J. Org. Chem. 73 2008 4978 4985
- (2008) J. Org. Chem. , vol.73 , pp. 4978-4985
- Zhu, S.L.¹ Li, Y.X.² Yu, B.³

41
- 57649157626
- B. Roy, P. Verma, and B. Mukhopadhyay Carbohydr. Res. 344 2009 145 148
- (2009) Carbohydr. Res. , vol.344 , pp. 145-148
- Roy, B.¹ Verma, P.² Mukhopadhyay, B.³

42
- 72249094749
- S.R. Vidadala, S.A. Thadke, and S. Hotha J. Org. Chem. 74 2009 9233 9236
- (2009) J. Org. Chem. , vol.74 , pp. 9233-9236
- Vidadala, S.R.¹ Thadke, S.A.² Hotha, S.³

43
- 71849108155
- P. Verma, and B. Mukhopadhyay Carbohydr. Res. 344 2009 2554 2558
- (2009) Carbohydr. Res. , vol.344 , pp. 2554-2558
- Verma, P.¹ Mukhopadhyay, B.²

44
- 7444239582
- J.K. Fairweather, T. Karoli, and V. Ferro Bioorg. Med. Chem. 12 2004 6063 6075
- (2004) Bioorg. Med. Chem. , vol.12 , pp. 6063-6075
- Fairweather, J.K.¹ Karoli, T.² Ferro, V.³

45
- 77649179061
- P. Wang, J. Wang, T.T. Guo, and Y.X. Li Carbohydr. Res. 345 2010 607 620
- (2010) Carbohydr. Res. , vol.345 , pp. 607-620
- Wang, P.¹ Wang, J.² Guo, T.T.³ Li, Y.X.⁴

46
- 77956596888
- S. Kamijo, S. Matsumura, and M. Inoue Org. Lett. 12 2010 4195 4197
- (2010) Org. Lett. , vol.12 , pp. 4195-4197
- Kamijo, S.¹ Matsumura, S.² Inoue, M.³

47
- 33644601080
- R.M.D. Nunes, A.F. Peixoto, M.R. Axet, M.M. Pereira, M.J. Moreno, L. Kollár, C. Claver, and S. Castillón J. Mol. Catal. A: Chem. 247 2006 275 282
- (2006) J. Mol. Catal. A: Chem. , vol.247 , pp. 275-282
- Nunes, R.M.D.¹ Peixoto, A.F.² Axet, M.R.³ Pereira, M.M.⁴ Moreno, M.J.⁵ Kollár, L.⁶ Claver, C.⁷ Castillón, S.⁸

48
- 71049124400
- T. Calogeropoulou, N. Avlonitis, V. Minas, X. Alexi, A. Pantzou, I. Charalampopoulos, M. Zervou, V. Vergou, E.S. Katsanou, I. Lazaridis, M.N. Alexis, and A. Gravanis J. Med. Chem. 52 2009 6569 6587
- (2009) J. Med. Chem. , vol.52 , pp. 6569-6587
- Calogeropoulou, T.¹ Avlonitis, N.² Minas, V.³ Alexi, X.⁴ Pantzou, A.⁵ Charalampopoulos, I.⁶ Zervou, M.⁷ Vergou, V.⁸ Katsanou, E.S.⁹ Lazaridis, I.¹⁰ Alexis, M.N.¹¹ Gravanis, A.¹²

49
- 29144439866
- M.S. Cheng, M.C. Yan, Y. Liu, L.G. Zheng, and J. Liu Carbohydr. Res. 341 2006 60 67
- (2006) Carbohydr. Res. , vol.341 , pp. 60-67
- Cheng, M.S.¹ Yan, M.C.² Liu, Y.³ Zheng, L.G.⁴ Liu, J.⁵

50
- 0037414499
- M.S. Cheng, Q.L. Wang, Q. Tian, H.Y. Song, Y.X. Liu, Q. Qiang, X. Xu, H.D. Miao, X.S. Yao, and Z. Yang J. Org. Chem. 68 2003 3658 3662
- (2003) J. Org. Chem. , vol.68 , pp. 3658-3662
- Cheng, M.S.¹ Wang, Q.L.² Tian, Q.³ Song, H.Y.⁴ Liu, Y.X.⁵ Qiang, Q.⁶ Xu, X.⁷ Miao, H.D.⁸ Yao, X.S.⁹ Yang, Z.¹⁰

51
- 43449118050
- G.F. Yu, V. Mulabagal, T. Diyabalanage, W.A. Hurtada, D.L. DeWitt, and M.G. Nair Food Chem. 110 2008 991 996
- (2008) Food Chem. , vol.110 , pp. 991-996
- Yu, G.F.¹ Mulabagal, V.² Diyabalanage, T.³ Hurtada, W.A.⁴ Dewitt, D.L.⁵ Nair, M.G.⁶

52
- 36549078205
- B. Jiang, H.P. Shi, W.S. Tian, and W.S. Zhou Tetrahedron 64 2008 469 476
- (2008) Tetrahedron , vol.64 , pp. 469-476
- Jiang, B.¹ Shi, H.P.² Tian, W.S.³ Zhou, W.S.⁴

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.