Setembro 2013 vol. 1 num. 1 - Brazilian Meeting on Organic Synthesis 2011

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A direct approach towards the preparation of intermediates to the synthesis of Amaryllidaceae alkaloids from Morita-Baylis-Hillman adducts

Ullah, Hamid ; Coelho, Fernando ;

Abstract:

Plants from the Amaryllidaceae family are famous due to its pharmacological relevance. Many of these alkaloids have potent biological activities. The highly sophisticated substitution pattern of the carbon skeleton of these alkaloids, associated with their relevant biological and pharmacological significance, induced the interest of the organic synthesis community The goal of this work is the total synthesis of plicamine skeleton (7) and Narciclasin skeleton (8) (Figure 1) from Morita- Baylis-Hillman (MBH) adducts.

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Palavras-chave: Amaryllidaceae Alkaloids, Morita-Baylis-Hillman (MBH) Reaction, Stereoselective Synthesis,

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DOI: 10.5151/chempro-14bmos-R0319-2

Referências bibliográficas
  • [1] 1 Petit, G.R.; Gaddamidi, V.; Herald, D.L.; Singh, S.B.; Cragg, G.M.; Schmidt, J.M.; Boettner, F.E.; Williams, M.; Sagawa, Y. J. Nat. Prod. 1986, 49, 995;
  • [2] 2Coelho, F.; Lopes, E.C.S. J. Braz. Chem. Soc. 2007, 18, 1415.
  • [3] 3M.Smith,D.H.; Rammler.D.H.; Goldberg,I.H and khorana, H.G. J. Am. Chem. Soc. 1984, 430, 1962.
  • [4] 4 Coelho, F.; Abella, C.A.M.; Rezende, P.; Souza, M. L. Tetrahedron Lett. 2008, 49, 145.
Como citar:

Ullah, Hamid; Coelho, Fernando; "A direct approach towards the preparation of intermediates to the synthesis of Amaryllidaceae alkaloids from Morita-Baylis-Hillman adducts", p. 319 . In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 1, Setembro.2013. São Paulo: Blucher, 2013.
ISSN 2318-4043, DOI 10.5151/chempro-14bmos-R0319-2

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