The absolute configuration for inthomycin C: Revision of previously published work with a reinstatement of the (3 R)-configuration for (-)-inthomycin C

Organic Letters

Volumn 16, Issue 13, 2014, Pages 3536-3539

  Hale, Karl J ^a   Hatakeyama, Susumi ^b   Urabe, Fumiya ^b   Ishihara, Jun ^b   Manaviazar, Soraya ^a   Grabski, Milosz ^a   Maczka, Maciej ^a  

^a QUEEN'S UNIVERSITY BELFAST   (United Kingdom)

^b NAGASAKI UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

INTHOMYCIN C; OXAZOLE DERIVATIVE;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; STEREOISOMERISM;

MOLECULAR STRUCTURE; OXAZOLES; STEREOISOMERISM;

EID: 84903726437     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol501484t     Document Type: Article

References (9)

1. For the isolation and structures of inthomycins A, B, and C, see: Henkel, T.; Zeeck, A. Liebigs Ann. Chem. 1991, 367
2. For the first inthomycin ((+)-phthoxazolin/(+)-inthomycin A) to be discovered, see: Omura, S.; Tanaka, Y.; Kanaya, I.; Shinose, M.; Takahashi, Y. J. Antibiot. 1990, 43, 1034
3. Webb, M. R.; Addie, M. S.; Crawforth, C. M.; Dale, J. W.; Franci, X.; Pizzonero, M.; Donald, C.; Taylor, R. J. K. Tetrahedron 2008, 64, 4778
4. Senapati, B. K.; Gao, L.; Lee, S. I.; Hwang, G.-S.; Ryu, D. H. Org. Lett. 2010, 12, 5088
5. Yoshino, M.; Eto, K.; Takahashi, K.; Ishihara, J.; Hatakeyama, S. Org. Biomol. Chem. 2012, 10, 8164
6. Hale, K. J.; Grabski, M.; Manaviazar, S.; Maczka, M. Org. Lett. 2014, 16, 1164
7. For Whitings route to (±)-inthomycin A, see: Hénaff, N.; Whiting, A. Org. Lett. 1999, 1, 1137
8. For a recent elegant (±)-inthomycin C formal total synthesis, see: Souris, C.; Frébault, F.; Patel, A.; Audisio, D.; Houk, K. N.; Maulide, N. Org. Lett. 2013, 15, 3242
9. D value of a molecule, see: Cheetham, N. W. H.; Tao, L. Carbohydr. Polym. 1998, 35, 287