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

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.

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.

Palavras-chave:

DOI: 10.5151/chempro-14bmos-R0319-1

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-319-319. In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 1, Setembro.2013. São Paulo: Blucher, 2013.
ISSN 23184043, DOI 10.5151/chempro-14bmos-R0319-1