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Volumn 44, Issue 15, 2005, Pages 2249-2252

Convergent diversity-oriented synthesis of small-molecule hybrids

Author keywords

Convergent synthesis; Diversity oriented synthesis; Polycycles; Small molecule hybrids; Solid phase synthesis

Indexed keywords

MOLECULAR STRUCTURE; SYNTHESIS (CHEMICAL);

EID: 17644400733     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200462798     Document Type: Article
Times cited : (89)

References (27)
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    • For reviews of small-molecule hybrids, see: a) L. F. Tietze, H. P. Bell, S. Chandrasekhar, Angew. Chem. 2003, 115, 4128-4160; Angew. Chem. Int. Ed. 2003, 42, 3996-4028; b) G. Mehta, V. Singh, Chem. Soc. Rev. 2002, 31, 324-334.
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    • For reviews of small-molecule hybrids, see: a) L. F. Tietze, H. P. Bell, S. Chandrasekhar, Angew. Chem. 2003, 115, 4128-4160; Angew. Chem. Int. Ed. 2003, 42, 3996-4028; b) G. Mehta, V. Singh, Chem. Soc. Rev. 2002, 31, 324-334.
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    • For reviews of small-molecule hybrids, see: a) L. F. Tietze, H. P. Bell, S. Chandrasekhar, Angew. Chem. 2003, 115, 4128-4160; Angew. Chem. Int. Ed. 2003, 42, 3996-4028; b) G. Mehta, V. Singh, Chem. Soc. Rev. 2002, 31, 324-334.
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    • We are aware of only two reports of solution-phase convergent combinatorial parallel library synthesis: a) a 1600-membered library was made by an automated system: C. M. Baldino, D. S. Casebier, J. Caserta, G. Slobodkin, C. Tu, D. L. Coffen, Synlett 1997, 488-490; b) an approximately 40-membered convergent library of HUN-7293 analogues was also reported: Y. Chen, M. Bilban, C. A. Foster, D. L. Boger, J. Am. Chem. Soc. 2002, 124, 5431-5440; c) for a discussion of solution-phase convergent library synthesis, see: D. L. Boger, J. Desharnais, K. Capps, Angew. Chem. 2003, 115, 4270-4309; Angew. Chem. Int. Ed. 2003, 42, 4138-4176.
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    • We are aware of only two reports of solution-phase convergent combinatorial parallel library synthesis: a) a 1600-membered library was made by an automated system: C. M. Baldino, D. S. Casebier, J. Caserta, G. Slobodkin, C. Tu, D. L. Coffen, Synlett 1997, 488-490; b) an approximately 40-membered convergent library of HUN-7293 analogues was also reported: Y. Chen, M. Bilban, C. A. Foster, D. L. Boger, J. Am. Chem. Soc. 2002, 124, 5431-5440; c) for a discussion of solution-phase convergent library synthesis, see: D. L. Boger, J. Desharnais, K. Capps, Angew. Chem. 2003, 115, 4270-4309; Angew. Chem. Int. Ed. 2003, 42, 4138-4176.
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    • We are aware of only two reports of solution-phase convergent combinatorial parallel library synthesis: a) a 1600-membered library was made by an automated system: C. M. Baldino, D. S. Casebier, J. Caserta, G. Slobodkin, C. Tu, D. L. Coffen, Synlett 1997, 488-490; b) an approximately 40-membered convergent library of HUN-7293 analogues was also reported: Y. Chen, M. Bilban, C. A. Foster, D. L. Boger, J. Am. Chem. Soc. 2002, 124, 5431-5440; c) for a discussion of solution-phase convergent library synthesis, see: D. L. Boger, J. Desharnais, K. Capps, Angew. Chem. 2003, 115, 4270-4309; Angew. Chem. Int. Ed. 2003, 42, 4138-4176.
    • (2003) Angew. Chem. , vol.115 , pp. 4270-4309
    • Boger, D.L.1    Desharnais, J.2    Capps, K.3
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    • We are aware of only two reports of solution-phase convergent combinatorial parallel library synthesis: a) a 1600-membered library was made by an automated system: C. M. Baldino, D. S. Casebier, J. Caserta, G. Slobodkin, C. Tu, D. L. Coffen, Synlett 1997, 488-490; b) an approximately 40-membered convergent library of HUN-7293 analogues was also reported: Y. Chen, M. Bilban, C. A. Foster, D. L. Boger, J. Am. Chem. Soc. 2002, 124, 5431-5440; c) for a discussion of solution-phase convergent library synthesis, see: D. L. Boger, J. Desharnais, K. Capps, Angew. Chem. 2003, 115, 4270-4309; Angew. Chem. Int. Ed. 2003, 42, 4138-4176.
    • (2003) Angew. Chem. Int. Ed. , vol.42 , pp. 4138-4176
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    • note
    • Although ester functionalities can be vulnerable to cellular enzymatic cleavage, these two libraries possess highly hindered ester linkages that are not expected to suffer hydrolysis in cells.
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    • for improved procedures, see: b) D. Stoermer, C. H. Heathcock, J. Org. Chem. 1993, 58, 564-568; c) M. Dobler, H.-J. Borschberg, Tetrahedron: Asymmetry 1994, 5, 2025-2032.
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    • Stoermer, D.1    Heathcock, C.H.2
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    • 0028051678 scopus 로고
    • for improved procedures, see: b) D. Stoermer, C. H. Heathcock, J. Org. Chem. 1993, 58, 564-568; c) M. Dobler, H.-J. Borschberg, Tetrahedron: Asymmetry 1994, 5, 2025-2032.
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    • Dobler, M.1    Borschberg, H.-J.2
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    • note
    • 1H NMR analyses, performed on eight products of the esterification reaction, revealed that minor stereoisomers made up 15-25% of the product mixtures.
  • 24
    • 17644419450 scopus 로고    scopus 로고
    • note
    • 1H NMR spectra (of the crude and purified material), see Supporting Information.
  • 25
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    • note
    • 1H NMR spectroscopy.
  • 26
    • 0037432765 scopus 로고    scopus 로고
    • http://chembank.med.harvard.edu; R. L. Strausberg, S. L. Schreiber, Science 2003, 300, 294-295.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.