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Studies toward the synthesis of Amaryllidaceae alkaloids from Morita-Baylis-Hillman adducts. A straightforward synthesis of functionalized dihydroisoquinolin-5(6H)-one core

Journal

JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY
Volume 18, Issue 7, Pages 1415-1438

Publisher

SOC BRASILEIRA QUIMICA
DOI: 10.1590/S0103-50532007000700019

Keywords

Morita-Baylis-Hillman adducts; Amaryllidaceae; dihydroisoquinolinones

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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.

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