Enantioselective synthesis of Boc-protected norfuranomycins

Tetrahedron Letters

Volumn 52, Issue 50, 2011, Pages 6736-6738

  Passiniemi, Mikko ^a   Koskinen, Ari M P ^a  

^a AALTO UNIVERSITY   (Finland)

Author keywords

Amino acids; Asymmetric synthesis; Enantioselective synthesis; Natural product

Indexed keywords

ALCOHOL; ALDEHYDE; AMINO ACID DERIVATIVE; ANTIINFECTIVE AGENT; FURAN DERIVATIVE; FURANOMYCIN; OXIDIZING AGENT; PROTON; SYN NONFURANOMYCIN; UNCLASSIFIED DRUG;

ARTICLE; CONTROLLED STUDY; DRUG SYNTHESIS; ENANTIOSELECTIVITY; EPIMERIZATION; ISOMER;

EID: 80755188970     PISSN: 00404039     EISSN: 18733581     Source Type: Journal    
DOI: 10.1016/j.tetlet.2011.10.007     Document Type: Article

References (38)

1. A.M.P. Koskinen Pure Appl. Chem. 83 2011 435 443
2. K. Katagiri, K. Tori, Y. Kimura, T. Yoshida, T. Nagasaki, and H. Minato J. Med. Chem. 10 1967 1149 1154
3. F. von Nussbaum, M. Brands, B. Hinzen, S. Weigand, and D. Häbich Angew. Chem., Int. Ed. 45 2006 5072 5129
4. M.M. Joullié, P.C. Wang, and J.E. Semple J. Am. Chem. Soc. 102 1980 887 889
5. J.E. Semple, P.C. Wang, Z. Lysenko, and M.M. Joullié J. Am. Chem. Soc. 102 1980 7505 7510
6. P.J. Zimmermann, J. Young Le, I. Hlobilova, R. Endermann, D. Häbich, and V. Jäger Eur. J. Org. Chem. 2005 3450 3460
7. P.J. Zimmermann, I. Blanarikova, and V. Jäger Angew. Chem., Int. Ed. 39 2000 910 912
8. M.P. vanBrunt, and R.F. Standaert Org. Lett. 2 2000 705 708
9. J. Zhang, and D.L.J. Clive J. Org. Chem. 64 1999 1754 1757
10. S.H. Kang, and S.B. Lee Chem. Commun. 1998 761 762
11. S.-Y. Chen, and M.M. Joullié J. Org. Chem. 49 1983 1769 1772
12. M.J. Robins, and J.M.R. Parker Can. J. Chem. 61 1983 317 322
13. J.E. Semple, P.C. Wang, Z. Lysenko, and M.M. Joullie J. Am. Chem. Soc. 102 1980 7505 7512
14. M.M. Joullie, P.C. Wang, and J.E. Semple J. Am. Chem. Soc. 102 1980 887 889
15. T. Masamune, and M. Ono Chem. Lett. 1975 625 626
16. S.K. Chattopadhyay, K. Sarkar, and S. Karmakar Synlett 2005 2083 2085
17. U. Kazmaier, S. Pähler, R. Endermann, D. Häbich, H.-P. Kroll, and B. Riedl Bioorg. Med. Chem. 10 2002 3905 3913
18. H.R. Divanfard, Z. Lysenko, J.E. Semple, P.C. Wang, M.M. Joullie, and J.F. Blount Heterocycles 16 1981 1975 1985
19. O.K. Karjalainen, M. Passiniemi, and A.M.P. Koskinen Org. Lett. 12 2010 1145 1147
20. S.J.K. Sauerland, J.A. Castillo-Melendez, K. Nättinen, K. Rissanen, and A.M.P. Koskinen Synthesis 2010 757 762
21. A.M.P. Koskinen, O.A. Kallatsa, and M. Nissinen Tetrahedron 65 2009 9285 9290
22. M. Passiniemi, and A.M.P. Koskinen Tetrahedron Lett. 49 2008 980 983
23. A.M.P. Koskinen, and O.A. Kallatsa Tetrahedron 59 2003 6947 6954
24. A.M.P. Koskinen, and L.A. Otsomaa Tetrahedron 53 1997 6473 6484
25. A.M.P. Koskinen, and P.M. Koskinen Tetrahedron Lett. 34 1993 6765 6768
26. M. Passiniemi, and A.M.P. Koskinen Org. Biomol. Chem. 9 2011 1774 1783
27. K. Kim, Y. Song, B. Lee, and C. Hahn J. Org. Chem. 51 1986 4004 4007
28. A.M.P. Koskinen, H. Hassila, V.T. Myllymäki, and K. Rissanen Tetrahedron Lett. 36 1995 5619 5622
29. P.L. Anelli, S. Banfi, F. Montanari, and S. Quici J. Org. Chem. 54 1989 2970 2972
30. G. Tojo Oxidation of Alcohols to Aldehydes and Ketones 2006 Springer-Science+Business Media Inc. USA p 375
31. M. Frigerio, M. Santagostino, S. Sputore, and G. Palmisano J. Org. Chem. 60 1995 7272 7276
32. D.B. Dess, and J.C. Martin J. Org. Chem. 48 1983 4155 4156
33. D.B. Dess, and J.C. Martin J. Am. Chem. Soc. 113 1991 7277 7287
34. E.T.T. Kumpulainen, and A.M.P. Koskinen Chem. Eur. J. 15 2009 10901 10911
35. J.R. Parikh, and W.v.E. Doering J. Am. Chem. Soc. 89 1967 5505 5507
36. A.J. Mancuso, S.-L. Huang, and D. Swern J. Org. Chem. 43 1978 2480 2482
37. K. Omura, and D. Swern Tetrahedron 34 1978 1651 1660
38. A.J. Mancuso, D.S. Brownfain, and D. Swern J. Org. Chem. 44 1979 4148 4150