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Some examples of catalysts that perform at least two roles in a reaction sequence: (a) Annunziata, R.; Benaglia, M.; Cinquini, M.; Cozzi, F. Eur. J. Org. Chem. 2001, 1045-1048. (b) Yu, H.-B.; Hu, Q.-S.; Pu, L. J. Am. Chem. Soc. 2000, 122, 6500-6501. (c) Schenning, A. P. H. J.; Lutje Spelberg, J. H.; Hurbert, D. H. W.; Feiters, M. C.; Nolte, R. J. M. Chem. Eur. J. 1998, 4, 871-880. (d) Sibi, M. P.; Cook, G. R.; Liu, P. Tetrahedron Lett. 1999, 40, 2477-2480. (e) Hamashima, Y.; Kanai, M.; Shibasaki, M. J. Am. Chem. Soc. 2000, 122, 7412-7413. (f) Bolm, C.; Dinter, C. L.; Seger, A.; Hocker, H.; Brozio, J. J. Org. Chem. 1999, 64, 5730-5731. (g) Shibasaki, M. Chemtracts: Org. Chem. 1999, 12, 979-998. (h) Sanford, M. S.; Love, J. A.; Grubbs, R. H. J. Am. Chem. Soc. 2001, 123, 6543-6554.
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Some examples of catalysts that perform at least two roles in a reaction sequence: (a) Annunziata, R.; Benaglia, M.; Cinquini, M.; Cozzi, F. Eur. J. Org. Chem. 2001, 1045-1048. (b) Yu, H.-B.; Hu, Q.-S.; Pu, L. J. Am. Chem. Soc. 2000, 122, 6500-6501. (c) Schenning, A. P. H. J.; Lutje Spelberg, J. H.; Hurbert, D. H. W.; Feiters, M. C.; Nolte, R. J. M. Chem. Eur. J. 1998, 4, 871-880. (d) Sibi, M. P.; Cook, G. R.; Liu, P. Tetrahedron Lett. 1999, 40, 2477-2480. (e) Hamashima, Y.; Kanai, M.; Shibasaki, M. J. Am. Chem. Soc. 2000, 122, 7412-7413. (f) Bolm, C.; Dinter, C. L.; Seger, A.; Hocker, H.; Brozio, J. J. Org. Chem. 1999, 64, 5730-5731. (g) Shibasaki, M. Chemtracts: Org. Chem. 1999, 12, 979-998. (h) Sanford, M. S.; Love, J. A.; Grubbs, R. H. J. Am. Chem. Soc. 2001, 123, 6543-6554.
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Some examples of catalysts that perform at least two roles in a reaction sequence: (a) Annunziata, R.; Benaglia, M.; Cinquini, M.; Cozzi, F. Eur. J. Org. Chem. 2001, 1045-1048. (b) Yu, H.-B.; Hu, Q.-S.; Pu, L. J. Am. Chem. Soc. 2000, 122, 6500-6501. (c) Schenning, A. P. H. J.; Lutje Spelberg, J. H.; Hurbert, D. H. W.; Feiters, M. C.; Nolte, R. J. M. Chem. Eur. J. 1998, 4, 871-880. (d) Sibi, M. P.; Cook, G. R.; Liu, P. Tetrahedron Lett. 1999, 40, 2477-2480. (e) Hamashima, Y.; Kanai, M.; Shibasaki, M. J. Am. Chem. Soc. 2000, 122, 7412-7413. (f) Bolm, C.; Dinter, C. L.; Seger, A.; Hocker, H.; Brozio, J. J. Org. Chem. 1999, 64, 5730-5731. (g) Shibasaki, M. Chemtracts: Org. Chem. 1999, 12, 979-998. (h) Sanford, M. S.; Love, J. A.; Grubbs, R. H. J. Am. Chem. Soc. 2001, 123, 6543-6554.
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Some examples of catalysts that perform at least two roles in a reaction sequence: (a) Annunziata, R.; Benaglia, M.; Cinquini, M.; Cozzi, F. Eur. J. Org. Chem. 2001, 1045-1048. (b) Yu, H.-B.; Hu, Q.-S.; Pu, L. J. Am. Chem. Soc. 2000, 122, 6500-6501. (c) Schenning, A. P. H. J.; Lutje Spelberg, J. H.; Hurbert, D. H. W.; Feiters, M. C.; Nolte, R. J. M. Chem. Eur. J. 1998, 4, 871-880. (d) Sibi, M. P.; Cook, G. R.; Liu, P. Tetrahedron Lett. 1999, 40, 2477-2480. (e) Hamashima, Y.; Kanai, M.; Shibasaki, M. J. Am. Chem. Soc. 2000, 122, 7412-7413. (f) Bolm, C.; Dinter, C. L.; Seger, A.; Hocker, H.; Brozio, J. J. Org. Chem. 1999, 64, 5730-5731. (g) Shibasaki, M. Chemtracts: Org. Chem. 1999, 12, 979-998. (h) Sanford, M. S.; Love, J. A.; Grubbs, R. H. J. Am. Chem. Soc. 2001, 123, 6543-6554.
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Some examples of catalysts that perform at least two roles in a reaction sequence: (a) Annunziata, R.; Benaglia, M.; Cinquini, M.; Cozzi, F. Eur. J. Org. Chem. 2001, 1045-1048. (b) Yu, H.-B.; Hu, Q.-S.; Pu, L. J. Am. Chem. Soc. 2000, 122, 6500-6501. (c) Schenning, A. P. H. J.; Lutje Spelberg, J. H.; Hurbert, D. H. W.; Feiters, M. C.; Nolte, R. J. M. Chem. Eur. J. 1998, 4, 871-880. (d) Sibi, M. P.; Cook, G. R.; Liu, P. Tetrahedron Lett. 1999, 40, 2477-2480. (e) Hamashima, Y.; Kanai, M.; Shibasaki, M. J. Am. Chem. Soc. 2000, 122, 7412-7413. (f) Bolm, C.; Dinter, C. L.; Seger, A.; Hocker, H.; Brozio, J. J. Org. Chem. 1999, 64, 5730-5731. (g) Shibasaki, M. Chemtracts: Org. Chem. 1999, 12, 979-998. (h) Sanford, M. S.; Love, J. A.; Grubbs, R. H. J. Am. Chem. Soc. 2001, 123, 6543-6554.
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Some examples of catalysts that perform at least two roles in a reaction sequence: (a) Annunziata, R.; Benaglia, M.; Cinquini, M.; Cozzi, F. Eur. J. Org. Chem. 2001, 1045-1048. (b) Yu, H.-B.; Hu, Q.-S.; Pu, L. J. Am. Chem. Soc. 2000, 122, 6500-6501. (c) Schenning, A. P. H. J.; Lutje Spelberg, J. H.; Hurbert, D. H. W.; Feiters, M. C.; Nolte, R. J. M. Chem. Eur. J. 1998, 4, 871-880. (d) Sibi, M. P.; Cook, G. R.; Liu, P. Tetrahedron Lett. 1999, 40, 2477-2480. (e) Hamashima, Y.; Kanai, M.; Shibasaki, M. J. Am. Chem. Soc. 2000, 122, 7412-7413. (f) Bolm, C.; Dinter, C. L.; Seger, A.; Hocker, H.; Brozio, J. J. Org. Chem. 1999, 64, 5730-5731. (g) Shibasaki, M. Chemtracts: Org. Chem. 1999, 12, 979-998. (h) Sanford, M. S.; Love, J. A.; Grubbs, R. H. J. Am. Chem. Soc. 2001, 123, 6543-6554.
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0037934944
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note
-
a of Proton Sponge is 12, while that of BQ is not known, but probably similar to that of quinuclidine, which is 11.
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31
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0038272308
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note
-
The uncatalyzed methanolysis took 48 h at reflux while the catalyzed reaction was complete in 14 h.
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0037597064
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note
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N-Benzoyl-α-chloroglycine derivative 2a is easily prepared by the condensation of benzamide with ethyl glyoxlate followed by reaction with oxalyl chloride. See the Supporting Information.
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34
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0038272283
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note
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Dry NaH (95%) is utilized in the reaction.
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1H (400 MHz) chemical shifts are given in parts per million (δ) with respect to internal TMS standard.
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19F NMR using the solid support base piperdine.
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Tymiak, A.A.1
McCormick, T.J.2
Unger, S.E.3
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53
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0037597040
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note
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The choice of a biphenyl amide protecting group afforded easy deprotection without interfering with other functional groups present in the molecule while maintaining the high yields and selectivities of the asparagine derivatives.
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