Skip to content
naulon

No retraction, correction or concern found when last checked on Oct 31, 2026.

Synthesis of Natural‐Product‐Like Molecules with Over Eighty Distinct Scaffolds

Daniel Morton, Stuart Leach, Christopher Cordier and 2 more

Angewandte Chemie International Edition · 2008

doi:10.1002/anie.200804486

Abstract

Seeking scaffold diversity: A synthetic approach for the combinatorial variation of the scaffolds of small molecules is described. Using just six basic reaction types, compounds with 84 distinct scaffolds were prepared. The compounds had many natural-product-like structural features including rich stereochemistry, heterocyclic and unsaturated ring systems, and dense functionalization.

Shown for reading. Its publisher allows quoting it, not republishing it.

References 36

  1. 1.

    Koch MA, Wittenberg L-O, Basu S, Jeyaraj DA, Gourzoulidou E, Reinecke K, Odermatt A, Waldmann H. Proc. Natl. Acad. Sci. USA. 2004;101:16721-16726.

    Not in our library10.1073/pnas.0404719101

  2. 2.

    Sauer WHB, Schwarz MK. J. Chem. Inf. Comput. Sci. 2003;43:987-1003.

    Not in our library10.1021/ci025599w

  3. 3.

    Koch MA, Schuffenhauer A, Scheck M, Wetzel S, Casaulta M, Odermatt A, Ertl P, Waldmann H. Proc. Natl. Acad. Sci. USA. 2005;102:17272-17277.

    Not in our library10.1073/pnas.0503647102

  4. 4.

    Lipkus AH, Yuan Q, Lucas KA, Funk SA, Bartelt WF, Schenk RJ, Trippe AJ. J. Org. Chem. 2008;73:4443-4451.

    Not in our library10.1021/jo8001276

  5. 5.

    Burke MD, Schreiber SL. Angew. Chem. 2004;116:48-60.

    Not in our library10.1002/anie.200300626

  6. 6.

    Tan DS. Nat. Chem. Biol. 2005;1:74-84.

    Not in our library10.1038/nchembio0705-74

  7. 7.

    Cordier C, Morton D, Murrison S, Nelson A, O'Leary-Steele C. Nat. Prod. Rep. 2008;25:719-737.

    Not in our library10.1039/b706296f

  8. 8.

    Nielsen TE, Schreiber SL. Angew. Chem. 2008;120:52-61.

    Not in our library10.1002/anie.200703073

  9. 9.

    Spandl RJ, Bender A, Spring DR. Org. Biomol. Chem. 2008;6:1149-1158.

    Not in our library10.1039/b719372f

  10. 10.

    Burke MD, Berger EM, Schreiber SL. J. Am. Chem. Soc. 2004;126:14095-14104.

    Not in our library10.1021/ja0457415

  11. 11.

    Oguri H, Schreiber SL. Org. Lett. 2005;7:47-50.

    Not in our library10.1021/ol047945w

  12. 12.

    Spiegel DA, Schroeder FC, Duvall JR, Schreiber SL. J. Am. Chem. Soc. 2006;128:14766-14767.

    Not in our library10.1021/ja065724a

  13. 13.

    Thomas GL, Spandl RJ, Glansdorp FG, Welch M, Bender A, Cockfield J, Lindsay JA, Bryant C, Brown DFJ, Loiseleur O, Rudyk H, Ladlow M, Spring DR. Angew. Chem. 2008;120:2850-2854.

    Not in our library

  14. 14.

    Kumagai N, Muncipinto G, Schreiber SL. Angew. Chem. 2006;118:3717-3720.

    Not in our library10.1002/anie.200600497

  15. 15.

    Wyatt EE, Fergus S, Galloway WRJD, Bender A, Fox DJ, Plowright AT, Jessiman AS, Welch M, Spring DR. Chem. Commun. 2006;3296-3298.

    Not in our library10.1039/b607710b

  16. 16.

    Walsh DP, Chang Y-T. Chem. Rev. 2006;106:2476-2530.

    Not in our library10.1021/cr0404141

  17. 17.

    Leach SG, Cordier CJ, Morton D, McKiernan GJ, Warriner S, Nelson A. J. Org. Chem. 2008;73:2753-2759.

    Not in our library10.1021/jo7026273

  18. 18.

    Curran DP, Luo Z. J. Am. Chem. Soc. 1999;121:9069-9072.

    Not in our library

  19. 19.

    Gladysz JA, Curran DP, Horvath IT. Handbook of Fluorous Chemistry. 2004.

    Not in our library

  20. 20.

    Bols M, Skrydstrup T. Chem. Rev. 1995;95:1253-1277.

    Not in our library

  21. 21.

    Fukuyama T, Jow C-K, Cheung M. Tetrahedron Lett. 1995;36:6373-6374.

    Not in our library

  22. 22.

    Ulman M, Grubbs RH. Organometallics. 1998;17:2484-2489.

    Not in our library

  23. 23.

    Garcia-Urdiales E, Alfonso I, Gotor V. Chem. Rev. 2005;105:313-354.

    Not in our library10.1021/cr040640a

  24. 24.

    Cordier C, Morton D, Leach S, Woodhall T, O'Leary-Steele C, Warriner S, Nelson A. Org. Biomol. Chem. 2008;6:1734-1737.

    Not in our library10.1039/b804769n

  25. 25.

    Matsugi M, Curran DP. J. Org. Chem. 2005;70:1636-1642.

    Not in our library10.1021/jo048001n

  26. 26.

    Maynard HD, Grubbs RH. Tetrahedron Lett. 1999;40:4137-4140.

    Not in our library

  27. 27.

    Schuffenhauer A, Ertl P, Roggo S, Wetzl S, Koch MA, Waldmann H. J. Chem. Inf. Model. 2007;47:47-58.

    Not in our library10.1021/ci600338x

  28. 28.

    Nilakantan R, Bauman N, Haraki KS. J. Comput.-Aided Mol. Des. 1997;11:447-452.

    Not in our library10.1023/a:1007937308615

  29. 29.

    Lee M-L, Schneider G. J. Comb. Chem. 2001;3:284-289.

    Not in our library10.1021/cc000097l

  30. 30.

    Lipkus AH. J. Chem. Inf. Comput. Sci. 2001;41:430-438.

    Not in our library10.1021/ci000144x

  31. 31.

    Lewell XQ, Jones AC, Bruce CL, Harper G, Jones MM, McLay IM, Bradshaw J. J. Med. Chem. 2003;46:3257-3274.

    Not in our library10.1021/jm0300429

  32. 32.

    Kho R, Hodges JA, Hansen MR, Villar HO. J. Med. Chem. 2005;48:6671-6678.

    Not in our library10.1021/jm050564j

  33. 33.

    Lameijer E-W, Kok JN, Bäck T, Ijerman AP. J. Chem. Inf. Model. 2006;46:553-562.

    Not in our library10.1021/ci050370c

  34. 34.

    Ertl P, Jelfs S, Mühlbacher J, Schuffenhauer A, Selzer P. J. Med. Chem. 2006;49:4568-4573.

    Not in our library10.1021/jm060217p

  35. 35.

    Staunton J, Weissman KJ. Nat. Prod. Rep. 2001;18:380-416.

    Not in our library10.1039/a909079g

  36. 36.

    Deiters A, Martin SF. Chem. Rev. 2004;104:2199-2238.

    Not in our library10.1021/cr0200872

Reads

Read by people on this page

None yet.

Checked or read by AI through naulon

None yet.

A person counts once a day per paper. We keep no cookie and no address: a reader is a hash that changes every day. Any month under five reads shows no number.

Are you an author?

Is this your paper?

Claim it to add your note and be paid when agents cite it. Free.