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Volumn 302, Issue 5645, 2003, Pages 613-618

Generating Diverse Skeletons of Small Molecules Combinatorially

Author keywords

[No Author keywords available]

Indexed keywords

ISOMERS; MOLECULES; SYNTHESIS (CHEMICAL);

EID: 0142147275     PISSN: 00368075     EISSN: None     Source Type: Journal    
DOI: 10.1126/science.1089946     Document Type: Article
Times cited : (375)

References (32)
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    • 0142204879 scopus 로고    scopus 로고
    • note
    • Because split-pool synthesis involves the pooling of resin-bound reaction products after each step, it is not possible to optimize reaction conditions ad hoc for each compound in subsequent transformations.
  • 22
    • 0142173783 scopus 로고    scopus 로고
    • note
    • Materials and Methods are available as supporting online material on Science Online.
  • 25
    • 0037866299 scopus 로고    scopus 로고
    • For a related regioselective Pd-mediated coupling with 4,5-dibromofuraldehyde, see T. Bach, L. Krüger [Eur. J. Org. Chem. 9, 2045 (1999)].
    • (1999) Eur. J. Org. Chem. , vol.9 , pp. 2045
    • Bach, T.1    Krüger, L.2
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    • note
    • 1H NMR nuclear Overhauser enhancement experiments.
  • 27
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    • For related acid-mediated rearrangements of sugars into α-keto furans see F. H. Newth [Adv. Carbohydrate Chem. 6, 83 (1951)]. Epimerization of the potentially labile stereogenic center in 18 was not observed.
    • (1951) Adv. Carbohydrate Chem. , vol.6 , pp. 83
    • Newth, F.H.1
  • 28
    • 0142173782 scopus 로고    scopus 로고
    • note
    • See supporting information (22) for more computational details.
  • 30
    • 0028135116 scopus 로고
    • Statistical calculations and computer simulations suggest that a multiplicative factor of 3.1 is required to provide 99% confidence of achieving 95% coverage of the complete, theoretical combinatorial matrix for a split-pool synthesis involving four split-pool cycles with 10 pools per cycle [K. Burgess, A. I. Liaw, and N. Wang. J. Med. Chem. 37, 2985 (1994)].
    • (1994) J. Med. Chem. , vol.37 , pp. 2985
    • Burgess, K.1    Liaw, A.I.2    Wang, N.3
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    • note
    • 1HNMR-silent and had an isotope pattern in its mass spectrum consistent with an osmium-containing substance,was not included in calculating the purity of product 8.
  • 32
    • 0142142942 scopus 로고    scopus 로고
    • note
    • We gratefully acknowledge M. Narovlyansky for providing macrobeads 1; Q. Liao, P. Wang, and J. Dudek for HRMS analysis; J. Raggio, L. Castro, and J. Tallarico for providing encoding reagents and for cleaving and analyzing chemical tags; Y.-K. Kim for helpful discussions regarding the transformation of 3 → 4; and M. Kanan for thoughtful review of this manuscript. Supported by the NIGMS and the NCI. S.L.S. is an investigator at the Howard Hughes Medical Institute at Harvard. M.D.B. is an HHMI predoctoral fellow, and E.M.B. is an HHMI undergraduate fellow.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.