Dezembro 2013 vol. 1 num. 2 - Brazilian Meeting on Organic Synthesis 2013

Abstract - Open Access.

Idioma principal

Strategies for Total Synthesis of Pyrenophorin

Barbosa, Jaqueline Rosa C. ; Victor, Mauricio Moraes ;

Abstract:

Molecules belonging to the medium and large size rings lactones have attracted considerable attention from synthetic chemists due to their interesting biological properties. Due these structural features and importance, we have accepted the challenging to prepare Pyrenophorin 1 (Figure 1), a symmetric sixteen-membered diolide isolated from Pyrenophora avenae which displays potent antifungal activity. In our synthetic strategy to obtain a half-part of this molecule, we did testing by using some methods of coupling between fragments 3 and 4 for reach the ester 2. Further early experiments to obtain a ring intermediate have been made by using Nozaki-Hiyama-Kishi reaction. This work shows our results in this direction.

Abstract:

Download (PDF)

Palavras-chave: Pyrenophorin, coupling, Nozaki-Hiyama-Kishi,

Palavras-chave:

DOI: 10.5151/chempro-15bmos-BMOS2013_2013102145639

Referências bibliográficas
  • [1] 1 Ishibashi, K.; Agric. Chem. Soc. 1961, 35, 257.
  • [2] 2 Inanaga, J.; Hirata, K.; Saeki, H.; Katsuki, T.; Yamaguchi, M.; Bull. Chem. Soc. Jpn. 1979, 52, 1989.
  • [3] 3 Navarro, I.; Basset, J.-F.; Hebbe, S.; Major, S. M.; Werner, T.; Howsham, C.; Brackow, J.; Barrett, A. G. M.; J. Am. Chem. Soc. 2008, 130, 1029
  • [4] 4 Lee, D.; Yun, S.Y.; Hansen, E.C.; Vochkov, I.; Cho, E.J.; Lo, W.Y. Angew. Chem. Int. Ed. 2010, 49, 4263.
Como citar:

Barbosa, Jaqueline Rosa C.; Victor, Mauricio Moraes; "Strategies for Total Synthesis of Pyrenophorin", p. 135 . In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 2, Dezembro.2013. São Paulo: Blucher, 2013.
ISSN 2318-4043, DOI 10.5151/chempro-15bmos-BMOS2013_2013102145639

últimos 30 dias | último ano | desde a publicação


downloads


visualizações


indexações