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Journal of the American Chemical Society

Volumn 134, Issue 49, 2012, Pages 20097-20102

Effect of remote picolinyl and picoloyl substituents on the stereoselectivity of chemical glycosylation

(2) Yasomanee, Jagodige P a Demchenko, Alexei V a

a UNIVERSITY OF MISSOURI ST LOUIS (United States)

Author keywords

[No Author keywords available]

Indexed keywords

FACIAL SELECTIVITY; GLYCOSIDIC LINKAGES; GLYCOSYL ACCEPTORS; GLYCOSYL DONORS; GLYCOSYLATION REACTIONS; STEREOCONTROL;

ESTERIFICATION;

GLYCOSYLATION;

2 O PICOLINYL SUBSTITUTED THIOGLYCOSIDE; ALPHA GLUCOSIDE; BETA GALACTOSIDE; BETA MANNOSIDE; BETA RHAMNOSIDE; CARBONYL DERIVATIVE; GLYCOSIDE; O PICOLINYL; O PICOLOYL; PER O BENZYLATED THIOGLYCOSIDE; THIOGLYCOSIDE; UNCLASSIFIED DRUG;

ARTICLE; CONTROLLED STUDY; GLYCOSYLATION; HYDROGEN BOND; STEREOCHEMISTRY;

EID: 84870873305 PISSN: 00027863 EISSN: 15205126 Source Type: Journal
DOI: 10.1021/ja307355n Document Type: Article

Times cited : (240)

References (42)

1
- 61849111654
- Zhu, X.; Schmidt, R. R. Angew. Chem., Int. Ed. 2009, 48, 1900-1934
- (2009) Angew. Chem., Int. Ed. , vol.48 , pp. 1900-1934
- Zhu, X.¹ Schmidt, R.R.²

2
- 84890989536
- Ed. Wiley-VCH: Weinheim, Germany
- Handbook of Chemical Glycosylation: Advances in Stereoselectivity and Therapeutic Relevance; Demchenko, A. V., Ed.; Wiley-VCH: Weinheim, Germany, 2008.
- (2008) Handbook of Chemical Glycosylation: Advances in Stereoselectivity and Therapeutic Relevance
- Demchenko, A.V.¹

3
- 75149138701
- Mydock, L. K.; Demchenko, A. V. Org. Biomol. Chem. 2010, 8, 497-510
- (2010) Org. Biomol. Chem. , vol.8 , pp. 497-510
- Mydock, L.K.¹ Demchenko, A.V.²

4
- 77955700674
- Crich, D. Acc. Chem. Res. 2010, 43, 1144-1153
- (2010) Acc. Chem. Res. , vol.43 , pp. 1144-1153
- Crich, D.¹

5
- 66249145069
- Whitfield, D. M. Adv. Carbohydr. Chem. Biochem. 2009, 62, 83-159
- (2009) Adv. Carbohydr. Chem. Biochem. , vol.62 , pp. 83-159
- Whitfield, D.M.¹

6
- 0014175418
- Goodman, L. Adv. Carbohydr. Chem. Biochem. 1967, 22, 109-175
- (1967) Adv. Carbohydr. Chem. Biochem. , vol.22 , pp. 109-175
- Goodman, L.¹

7
- 27744505650
- Smoot, J. T.; Pornsuriyasak, P.; Demchenko, A. V. Angew. Chem., Int. Ed. 2005, 44, 7123-7126
- (2005) Angew. Chem., Int. Ed. , vol.44 , pp. 7123-7126
- Smoot, J.T.¹ Pornsuriyasak, P.² Demchenko, A.V.³

8
- 56449123643
- Smoot, J. T.; Demchenko, A. V. J. Org. Chem. 2008, 73, 8838-8850
- (2008) J. Org. Chem. , vol.73 , pp. 8838-8850
- Smoot, J.T.¹ Demchenko, A.V.²

9
- 65549115350
- Cox, D. J.; Fairbanks, A. J. Tetrahedron: Asymmetry 2009, 20, 773-780
- (2009) Tetrahedron: Asymmetry , vol.20 , pp. 773-780
- Cox, D.J.¹ Fairbanks, A.J.²

10
- 34247472630
- Crich, D.; Cai, F. Org. Lett. 2007, 9, 1613-1615
- (2007) Org. Lett. , vol.9 , pp. 1613-1615
- Crich, D.¹ Cai, F.²

11
- 70349696295
- Fascione, M. A.; Adshead, S. J.; Stalford, S. A.; Kilner, C. A.; Leach, A. G.; Turnbull, W. B. Chem. Commun. 2009, 5841-5843
- (2009) Chem. Commun. , pp. 5841-5843
- Fascione, M.A.¹ Adshead, S.J.² Stalford, S.A.³ Kilner, C.A.⁴ Leach, A.G.⁵ Turnbull, W.B.⁶

12
- 24144498474
- Kim, J. H.; Yang, H.; Park, J.; Boons, G. J. J. Am. Chem. Soc. 2005, 127, 12090-12097
- (2005) J. Am. Chem. Soc. , vol.127 , pp. 12090-12097
- Kim, J.H.¹ Yang, H.² Park, J.³ Boons, G.J.⁴

13
- 13744262178
- Kim, J. H.; Yang, H.; Boons, G. J. Angew. Chem., Int. Ed. 2005, 44, 947-949
- (2005) Angew. Chem., Int. Ed. , vol.44 , pp. 947-949
- Kim, J.H.¹ Yang, H.² Boons, G.J.³

14
- 33845219373
- Yamada, T.; Takemura, K.; Yoshida, J.; Yamago, S. Angew. Chem., Int. Ed. 2006, 45, 7575-7578
- (2006) Angew. Chem., Int. Ed. , vol.45 , pp. 7575-7578
- Yamada, T.¹ Takemura, K.² Yoshida, J.³ Yamago, S.⁴

15
- 78149440648
- Guo, J.; Ye, X. S. Molecules 2010, 15, 7235-7265
- (2010) Molecules , vol.15 , pp. 7235-7265
- Guo, J.¹ Ye, X.S.²

16
- 0001102301
- Andersson, F.; Fugedi, P.; Garegg, P. J.; Nashed, M. Tetrahedron Lett. 1986, 27, 3919-3922
- (1986) Tetrahedron Lett. , vol.27 , pp. 3919-3922
- Andersson, F.¹ Fugedi, P.² Garegg, P.J.³ Nashed, M.⁴

17
- 0003686586
- Kuester, J. M.; Dyong, I. Justus Liebigs Ann. Chem. 1975, 2179-2189
- (1975) Justus Liebigs Ann. Chem. , pp. 2179-2189
- Kuester, J.M.¹ Dyong, I.²

18
- 37049094782
- Ravenscroft, M.; Roberts, R. M. G.; Tillett, J. G. J. Chem. Soc., Perkin Trans. 2 1982, 1569-1972
- (1982) J. Chem. Soc., Perkin Trans. 2 , pp. 1569-1972
- Ravenscroft, M.¹ Roberts, R.M.G.² Tillett, J.G.³

19
- 0034630905
- Garcia, B. A.; Gin, D. Y. J. Am. Chem. Soc. 2000, 122, 4269-4279
- (2000) J. Am. Chem. Soc. , vol.122 , pp. 4269-4279
- Garcia, B.A.¹ Gin, D.Y.²

20
- 0034835601
- references therein
- Crich, D.; Dudkin, V. J. Am. Chem. Soc. 2001, 123, 6819-6825 and references therein
- (2001) J. Am. Chem. Soc. , vol.123 , pp. 6819-6825
- Crich, D.¹ Dudkin, V.²

21
- 84862556953
- Yang, F.; Zhu, Y.; Yu, B. Chem. Commun. 2012, 48, 7097-7099
- (2012) Chem. Commun. , vol.48 , pp. 7097-7099
- Yang, F.¹ Zhu, Y.² Yu, B.³

22
- 84858791123
- Kononov, L. O.; Malysheva, N. N.; Orlova, A. V.; Zinin, A. I.; Laptinskaya, T. V.; Kononova, E. G.; Kolotyrkina, N. G. Eur. J. Org. Chem. 2012, 1926-1934
- (2012) Eur. J. Org. Chem. , pp. 1926-1934
- Kononov, L.O.¹ Malysheva, N.N.² Orlova, A.V.³ Zinin, A.I.⁴ Laptinskaya, T.V.⁵ Kononova, E.G.⁶ Kolotyrkina, N.G.⁷

23
- 21344436802
- Baek, J. Y.; Shin, Y.-J.; Jeon, H. B.; Kim, K. S. Tetrahedron Lett. 2005, 46, 5143-5147
- (2005) Tetrahedron Lett. , vol.46 , pp. 5143-5147
- Baek, J.Y.¹ Shin, Y.-J.² Jeon, H.B.³ Kim, K.S.⁴

24
- 0038754828
- Prasad, V.; Birzin, E. T.; McVaugh, C. T.; van Rijn, R. D.; Rohrer, S. P.; Chicchi, G.; Underwood, D. J.; Thornton, E. R.; Smith, A. B., III; Hirschmann, R. J. Med. Chem. 2003, 46, 1858-1869
- (2003) J. Med. Chem. , vol.46 , pp. 1858-1869
- Prasad, V.¹ Birzin, E.T.² McVaugh, C.T.³ Van Rijn, R.D.⁴ Rohrer, S.P.⁵ Chicchi, G.⁶ Underwood, D.J.⁷ Thornton, E.R.⁸ Smith III, A.B.⁹ Hirschmann, R.¹⁰

25
- 0038586428
- Crich, D. J. Carbohydr. Chem. 2002, 21, 667-690
- (2002) J. Carbohydr. Chem. , vol.21 , pp. 667-690
- Crich, D.¹

26
- 0037247972
- Demchenko, A. V. Curr. Org. Chem. 2003, 7, 35-79
- (2003) Curr. Org. Chem. , vol.7 , pp. 35-79
- Demchenko, A.V.¹

27
- 0033520244
- Demchenko, A. V.; Rousson, E.; Boons, G. J. Tetrahedron Lett. 1999, 40, 6523-6526
- (1999) Tetrahedron Lett. , vol.40 , pp. 6523-6526
- Demchenko, A.V.¹ Rousson, E.² Boons, G.J.³

28
- 0033163821
- Sollogoub, M.; Das, S. K.; Mallet, J.-M.; Sinay, P. C. R. Seances Acad. Sci., Ser. 2 1999, 2, 441-448
- (1999) C. R. Seances Acad. Sci., Ser. 2 , vol.2 , pp. 441-448
- Sollogoub, M.¹ Das, S.K.² Mallet, J.-M.³ Sinay, P.⁴

29
- 0000323086
- Koto, S.; Takebe, Y.; Zen, S. Bull. Chem. Soc. Jpn. 1972, 45, 291-293
- (1972) Bull. Chem. Soc. Jpn. , vol.45 , pp. 291-293
- Koto, S.¹ Takebe, Y.² Zen, S.³

30
- 0002106231
- Garegg, P. J.; Hultberg, H. Carbohydr. Res. 1981, 93, C10-C11
- (1981) Carbohydr. Res. , vol.93
- Garegg, P.J.¹ Hultberg, H.²

31
- 80053052393
- Lawandi, J.; Rocheleau, S.; Moitessier, N. Tetrahedron 2011, 67, 8411-8420
- (2011) Tetrahedron , vol.67 , pp. 8411-8420
- Lawandi, J.¹ Rocheleau, S.² Moitessier, N.³

32
- 0035850520
- Nguyen, H. M.; Chen, Y. N.; Duron, S. G.; Gin, D. Y. J. Am. Chem. Soc. 2001, 123, 8766-8772
- (2001) J. Am. Chem. Soc. , vol.123 , pp. 8766-8772
- Nguyen, H.M.¹ Chen, Y.N.² Duron, S.G.³ Gin, D.Y.⁴

33
- 0030063716
- Fowler, P.; Bernet, B.; Vasella, A. Helv. Chim. Acta 1996, 79, 269-287
- (1996) Helv. Chim. Acta , vol.79 , pp. 269-287
- Fowler, P.¹ Bernet, B.² Vasella, A.³

34
- 0034045227
- Bernet, B.; Vasella, A. Helv. Chim. Acta 2000, 83, 995-1021
- (2000) Helv. Chim. Acta , vol.83 , pp. 995-1021
- Bernet, B.¹ Vasella, A.²

35
- 0028806449
- Vasella, A.; Witzig, C. Helv. Chim. Acta 1995, 78, 1971-1982
- (1995) Helv. Chim. Acta , vol.78 , pp. 1971-1982
- Vasella, A.¹ Witzig, C.²

36
- 33646469767
- Jensen, H. H.; Bols, M. Acc. Chem. Res. 2006, 39, 259-265
- (2006) Acc. Chem. Res. , vol.39 , pp. 259-265
- Jensen, H.H.¹ Bols, M.²

37
- 33750024980
- Baghdasarian, G.; Woerpel, K. A. J. Org. Chem. 2006, 71, 6851-6858
- (2006) J. Org. Chem. , vol.71 , pp. 6851-6858
- Baghdasarian, G.¹ Woerpel, K.A.²

38
- 77955773377
- Walvoort, M. T. C.; Dinkelaar, J.; van den Bos, L. J.; Lodder, G.; Overkleeft, H. S.; Codee, J. D. C.; van der Marel, G. A. Carbohydr. Res. 2010, 345, 1252-1263
- (2010) Carbohydr. Res. , vol.345 , pp. 1252-1263
- Walvoort, M.T.C.¹ Dinkelaar, J.² Van Den Bos, L.J.³ Lodder, G.⁴ Overkleeft, H.S.⁵ Codee, J.D.C.⁶ Van Der Marel, G.A.⁷

39
- 84862339142
- Whitfield, D. M. Carbohydr. Res. 2012, 356, 191-195
- (2012) Carbohydr. Res. , vol.356 , pp. 191-195
- Whitfield, D.M.¹

40
- 84862329935
- Whitfield, D. M. Carbohydr. Res. 2012, 356, 180-190
- (2012) Carbohydr. Res. , vol.356 , pp. 180-190
- Whitfield, D.M.¹

41
- 84866102800
- Di Bussolo, V.; Frau, I.; Pineschi, M.; Crotti, P. Synthesis 2012, 44, 2863-2871
- (2012) Synthesis , vol.44 , pp. 2863-2871
- Di Bussolo, V.¹ Frau, I.² Pineschi, M.³ Crotti, P.⁴

42
- 77957705226
- Mensah, E. A.; Yu, F.; Nguyen, H. M. J. Am. Chem. Soc. 2010, 132, 14288-14302
- (2010) J. Am. Chem. Soc. , vol.132 , pp. 14288-14302
- Mensah, E.A.¹ Yu, F.² Nguyen, H.M.³

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