Stereoselective synthesis of the C9-C19 fragment of lyngbyaloside B and C via ether transfer

Organic Letters

Volumn 14, Issue 13, 2012, Pages 3490-3493

  Stefan, Eric ^a   Taylor, Richard E ^a  

^a UNIVERSITY OF NOTRE DAME   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ETHER DERIVATIVE; LYNGBYALOSIDE B; LYNGBYALOSIDE C; MACROLIDE;

ARTICLE; CHEMISTRY; CONFORMATION; STEREOISOMERISM; SYNTHESIS;

ETHERS; MACROLIDES; MOLECULAR CONFORMATION; STEREOISOMERISM;

EID: 84863618613     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol301455p     Document Type: Article

References (15)

1. Luesch, H.; Yoshida, W. Y.; Harrigan, G. G.; Doom, J. P.; Moore, R. E.; Paul, V. J. J. Nat. Prod. 2002, 65, 1945-1948
2. Matthew, S; Salvador, L. A.; Schupp, P. J.; Paul, V. J.; Luesch, H. J. Nat. Prod. 2010, 73, 1544-1552
3. Kerr, J.-C.; Gatte Picchi, D.; Dittmann, E. Beilstein J. Org. Chem. 2011, 7, 1622-1635
4. Hoye, T. R.; Danielson, M. E.; May, A. E.; Zhao, H. Angew. Chem., Int. Ed. 2008, 47, 9743-9746
5. For a recent synthesis of the aglycone of the structurally related polyketide, lyngbouilloside, see: El Marrouni, A.; Lebeuf, R.; Gebauer, J.; Heras, M.; Arseniyadis, S.; Cossy, J. Org. Lett. 2012, 14, 314-317
6. Liu, K.; Taylor, R. E.; Kartika, R. Org. Lett. 2006, 8, 5393-5395
7. Kartika, R.; Gruffi, T. R.; Taylor, R. E. Org. Lett. 2008, 10, 5047-5050
8. Kartika, R.; Taylor, R. E. Angew. Chem., Int. Ed. 2007, 46, 6874-6877
9. Kartika, R.; Taylor, R. E. Heterocycles 2007, 74, 447-459
10. Liu, K.; Arico, J. W.; Taylor, R. E. J. Org. Chem. 2010, 75, 3953-3975
11. Kartika, R.; Frein, J. D.; Taylor, R. E. J. Org. Chem. 2008, 73, 5592-5594
12. Bongini, A.; Cardillo, G.; Orena, M.; Porzi, G.; Sandri, S. J. Org. Chem. 1982, 47, 4626-4633
13. Snyder, S. A.; Treitler, D. S.; Brucks, A. P. J. Am. Chem. Soc. 2010, 132, 14303-14314
14. Alegret, C.; Santacana, F.; Riera, A. J. Org. Chem. 2007, 72, 7688-7692
15. Hodgson, D. M.; Arif, T. Org. Lett. 2010, 12, 4204-4207