Studies toward the first total synthesis of Floribundane B

Studies toward the first total synthesis of Floribundane B

Silva, João V. S.; Resck, Inês; Machado, Angelo H. de L.

Abstract:

Floribundane A and Floribundane B are new iridoids recently isolated by de Mendoça and coworkers from barks and trunks of Hymenodictyon floribundum B. L. Rob. The trunk has been used on Angola’s folk medicine for the treatment of fever. Due to our interest to synthesize new lactones with promising biological activities and the absence of a total synthesis of this molecule, we started synthetic studies aiming the total synthesis of Floribundane B. Our retrosynthetic analysis has the hydroxylactone 1 as the key intermediate and this abstract reports our former results.

Floribundane A and Floribundane B are new iridoids recently isolated by de Mendoça and coworkers from barks and trunks of Hymenodictyon floribundum B. L. Rob. The trunk has been used on Angola’s folk medicine for the treatment of fever. Due to our interest to synthesize new lactones with promising biological activities and the absence of a total synthesis of this molecule, we started synthetic studies aiming the total synthesis of Floribundane B. Our retrosynthetic analysis has the hydroxylactone 1 as the key intermediate and this abstract reports our former results.

Palavras-chave:

DOI: 10.5151/chempro-15bmos-BMOS2013_20138200427

Referências bibliográficas

• [1] 1 Borges, C. M. P.; Diakanawma, C.; de Mendonça, D. I. M. D. J. Braz. Chem. Soc. 2010, 21, 1121-1125;
• [2] Gilbert, J. C.; Yin, J. Tetrahedron 2008, 64, 5482.;
• [3] Bocchi, V.; Casnati, G.; Dossena, A.; Marchelli, R. Synthesis 1979, 957.;
• [4] Clemens, R. J.; Hyatt, J. A. J. Org. Chem. 1985, 50, 2431.;
• [5] a) Cope, A. C.; Hofmann, C. M. J. Am. Chem. Soc. 1941, 63, 3456; b) Antonioletti, R.; Bovicelli, P.; Malancona, S. Tetrahedron 2002, 58,589.

Como citar:

Silva, João V. S.; Resck, Inês; Machado, Angelo H. de L.; "Studies toward the first total synthesis of Floribundane B", p-4-4. In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 2, Dezembro.2013. São Paulo: Blucher, 2013.
ISSN 23184043, DOI 10.5151/chempro-15bmos-BMOS2013_20138200427