Abstract

LOPES, Elizandra C.S.  and  COELHO, Fernando. Studies toward the synthesis of Amaryllidaceae alkaloids from Morita-Baylis-Hillman adducts: a straightforward synthesis of functionalized dihydroisoquinolin-5(6H)-one core. J. Braz. Chem. Soc. [online]. 2007, vol.18, n.7, pp. 1415-1438. ISSN 0103-5053.  http://dx.doi.org/10.1590/S0103-50532007000700019.

We disclose herein our results concerning a study aiming at the synthesis of the highly substituted carbon skeleton of alkaloids isolated from plants of the Amaryllidaceae family. The total synthesis of the functionalized dihydroisoquinolin-5(6H)-one core, which is the bottom part of the structure of alkaloids isolated from this botanic family, is described, using Morita-Baylis-Hillman adducts as substrate. This compound should be a useful and valuable intermediate for the total synthesis of alkaloids isolated from Amaryllidaceae.

Keywords : Morita-Baylis-Hillman adducts; Amaryllidaceae; dihydroisoquinolinones.