Development of a solid-phase 'asymmetric resin-capture-release' process: Application of an ephedrine chiral resin in an approach to γ- butyrolactonest

Organic and Biomolecular Chemistry

Volumn 2, Issue 17, 2004, Pages 2476-2482

  Kerrigan, Nessan J ^a   Hutchison, Panee C ^a   Heightman, Tom D ^b   Procter, David J ^a  

^a UNIVERSITY OF GLASGOW   (United Kingdom)

^b GLAXOSMITHKLINE   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

APPROXIMATION THEORY; COLUMN CHROMATOGRAPHY; ESTERS; FUNCTIONS; ISOMERS; NUCLEAR MAGNETIC RESONANCE; REACTION KINETICS; SYNTHESIS (CHEMICAL);

CHIRAL RESIN; HYBRID TECHNIQUE; MICROBIAL METABOLITES; PHASE MODEL REACTION;

RESINS;

DNA; EPHEDRINE; GAMMA BUTYROLACTONE; POLYMER; RESIN;

ARTICLE; CHEMISTRY; CONFORMATION; EVALUATION; STEREOISOMERISM; SYNTHESIS;

4-BUTYROLACTONE; DNA; EPHEDRINE; EVALUATION STUDIES; MOLECULAR CONFORMATION; POLYMERS; RESINS, SYNTHETIC; STEREOISOMERISM;

EID: 4744346554     PISSN: 14770520     EISSN: None     Source Type: Journal    
DOI: 10.1039/b408836k     Document Type: Article

References (37)

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22. Few intermolecular radical additions to immobilised acceptors have been reported. For reviews of radical reactions on solid phase, see: (a) A. Ganesan, in Radicals in Organic Synthesis, ed. P. Renaud and M. P. Sibi, Wiley-VCH, Weinheim, 2001, vol. 2, p. 81; (b) A. Ganesan and M. P. Sibi, in Handbook of Combinatorial Chemistry, ed. K. C. Nicolaou, R. Hanko, W. Hartwig, Wiley-VCH, Weinheim, 2002, vol. 1, p. 227. For recent examples, see; (c) S. Caddick, D. Hamza and S.N. Wadman, Tetrahedron Lett., 1999, 40, 7285; (d) X. Zhu and A. Ganesan, J. Comb. Chem., 1999, 1, 157; (e) H. Miyabe, Y. Fujishima and T. Naito, J. Org. Chem., 1999, 64, 2174; (f) H. Miyabe, C. Konishi and T. Naito, Org. Lett., 2000, 2, 1443; (g) S. Caddick, D. Hamza, S.N. Wadman and J. D. Wilden, Org. Lett., 2002, 4, 1775; (h) D. C. Harrowven, P. J. May and M. Bradley, Tetrahedron Lett., 2003, 44, 503.
23. Few intermolecular radical additions to immobilised acceptors have been reported. For reviews of radical reactions on solid phase, see: (a) A. Ganesan, in Radicals in Organic Synthesis, ed. P. Renaud and M. P. Sibi, Wiley-VCH, Weinheim, 2001, vol. 2, p. 81; (b) A. Ganesan and M. P. Sibi, in Handbook of Combinatorial Chemistry, ed. K. C. Nicolaou, R. Hanko, W. Hartwig, Wiley-VCH, Weinheim, 2002, vol. 1, p. 227. For recent examples, see; (c) S. Caddick, D. Hamza and S.N. Wadman, Tetrahedron Lett., 1999, 40, 7285; (d) X. Zhu and A. Ganesan, J. Comb. Chem., 1999, 1, 157; (e) H. Miyabe, Y. Fujishima and T. Naito, J. Org. Chem., 1999, 64, 2174; (f) H. Miyabe, C. Konishi and T. Naito, Org. Lett., 2000, 2, 1443; (g) S. Caddick, D. Hamza, S.N. Wadman and J. D. Wilden, Org. Lett., 2002, 4, 1775; (h) D. C. Harrowven, P. J. May and M. Bradley, Tetrahedron Lett., 2003, 44, 503.
24. Few intermolecular radical additions to immobilised acceptors have been reported. For reviews of radical reactions on solid phase, see: (a) A. Ganesan, in Radicals in Organic Synthesis, ed. P. Renaud and M. P. Sibi, Wiley-VCH, Weinheim, 2001, vol. 2, p. 81; (b) A. Ganesan and M. P. Sibi, in Handbook of Combinatorial Chemistry, ed. K. C. Nicolaou, R. Hanko, W. Hartwig, Wiley-VCH, Weinheim, 2002, vol. 1, p. 227. For recent examples, see; (c) S. Caddick, D. Hamza and S.N. Wadman, Tetrahedron Lett., 1999, 40, 7285; (d) X. Zhu and A. Ganesan, J. Comb. Chem., 1999, 1, 157; (e) H. Miyabe, Y. Fujishima and T. Naito, J. Org. Chem., 1999, 64, 2174; (f) H. Miyabe, C. Konishi and T. Naito, Org. Lett., 2000, 2, 1443; (g) S. Caddick, D. Hamza, S.N. Wadman and J. D. Wilden, Org. Lett., 2002, 4, 1775; (h) D. C. Harrowven, P. J. May and M. Bradley, Tetrahedron Lett., 2003, 44, 503.
25. Few intermolecular radical additions to immobilised acceptors have been reported. For reviews of radical reactions on solid phase, see: (a) A. Ganesan, in Radicals in Organic Synthesis, ed. P. Renaud and M. P. Sibi, Wiley-VCH, Weinheim, 2001, vol. 2, p. 81; (b) A. Ganesan and M. P. Sibi, in Handbook of Combinatorial Chemistry, ed. K. C. Nicolaou, R. Hanko, W. Hartwig, Wiley-VCH, Weinheim, 2002, vol. 1, p. 227. For recent examples, see; (c) S. Caddick, D. Hamza and S.N. Wadman, Tetrahedron Lett., 1999, 40, 7285; (d) X. Zhu and A. Ganesan, J. Comb. Chem., 1999, 1, 157; (e) H. Miyabe, Y. Fujishima and T. Naito, J. Org. Chem., 1999, 64, 2174; (f) H. Miyabe, C. Konishi and T. Naito, Org. Lett., 2000, 2, 1443; (g) S. Caddick, D. Hamza, S.N. Wadman and J. D. Wilden, Org. Lett., 2002, 4, 1775; (h) D. C. Harrowven, P. J. May and M. Bradley, Tetrahedron Lett., 2003, 44, 503.
26. Few intermolecular radical additions to immobilised acceptors have been reported. For reviews of radical reactions on solid phase, see: (a) A. Ganesan, in Radicals in Organic Synthesis, ed. P. Renaud and M. P. Sibi, Wiley-VCH, Weinheim, 2001, vol. 2, p. 81; (b) A. Ganesan and M. P. Sibi, in Handbook of Combinatorial Chemistry, ed. K. C. Nicolaou, R. Hanko, W. Hartwig, Wiley-VCH, Weinheim, 2002, vol. 1, p. 227. For recent examples, see; (c) S. Caddick, D. Hamza and S.N. Wadman, Tetrahedron Lett., 1999, 40, 7285; (d) X. Zhu and A. Ganesan, J. Comb. Chem., 1999, 1, 157; (e) H. Miyabe, Y. Fujishima and T. Naito, J. Org. Chem., 1999, 64, 2174; (f) H. Miyabe, C. Konishi and T. Naito, Org. Lett., 2000, 2, 1443; (g) S. Caddick, D. Hamza, S.N. Wadman and J. D. Wilden, Org. Lett., 2002, 4, 1775; (h) D. C. Harrowven, P. J. May and M. Bradley, Tetrahedron Lett., 2003, 44, 503.
27. Few intermolecular radical additions to immobilised acceptors have been reported. For reviews of radical reactions on solid phase, see: (a) A. Ganesan, in Radicals in Organic Synthesis, ed. P. Renaud and M. P. Sibi, Wiley-VCH, Weinheim, 2001, vol. 2, p. 81; (b) A. Ganesan and M. P. Sibi, in Handbook of Combinatorial Chemistry, ed. K. C. Nicolaou, R. Hanko, W. Hartwig, Wiley-VCH, Weinheim, 2002, vol. 1, p. 227. For recent examples, see; (c) S. Caddick, D. Hamza and S.N. Wadman, Tetrahedron Lett., 1999, 40, 7285; (d) X. Zhu and A. Ganesan, J. Comb. Chem., 1999, 1, 157; (e) H. Miyabe, Y. Fujishima and T. Naito, J. Org. Chem., 1999, 64, 2174; (f) H. Miyabe, C. Konishi and T. Naito, Org. Lett., 2000, 2, 1443; (g) S. Caddick, D. Hamza, S.N. Wadman and J. D. Wilden, Org. Lett., 2002, 4, 1775; (h) D. C. Harrowven, P. J. May and M. Bradley, Tetrahedron Lett., 2003, 44, 503.
28. Few intermolecular radical additions to immobilised acceptors have been reported. For reviews of radical reactions on solid phase, see: (a) A. Ganesan, in Radicals in Organic Synthesis, ed. P. Renaud and M. P. Sibi, Wiley-VCH, Weinheim, 2001, vol. 2, p. 81; (b) A. Ganesan and M. P. Sibi, in Handbook of Combinatorial Chemistry, ed. K. C. Nicolaou, R. Hanko, W. Hartwig, Wiley-VCH, Weinheim, 2002, vol. 1, p. 227. For recent examples, see; (c) S. Caddick, D. Hamza and S.N. Wadman, Tetrahedron Lett., 1999, 40, 7285; (d) X. Zhu and A. Ganesan, J. Comb. Chem., 1999, 1, 157; (e) H. Miyabe, Y. Fujishima and T. Naito, J. Org. Chem., 1999, 64, 2174; (f) H. Miyabe, C. Konishi and T. Naito, Org. Lett., 2000, 2, 1443; (g) S. Caddick, D. Hamza, S.N. Wadman and J. D. Wilden, Org. Lett., 2002, 4, 1775; (h) D. C. Harrowven, P. J. May and M. Bradley, Tetrahedron Lett., 2003, 44, 503.
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