Synthesis of the Benzo [b] fluorene Core of the Kinamycins by Arylalkyne–Allene and Arylalkyne–Alkyne Cycloadditions

E González??Cantalapiedra, Ó de Frutos…

Index: Gonzalez-Cantalapiedra, Esther; De Frutos, Oscar; Atienza, Carmen; Mateo, Cristina; Echavarren, Antonio M. European Journal of Organic Chemistry, 2006 , # 6 p. 1430 - 1443

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Citation Number: 17

Abstract

Abstract Arylalkyne–allene and arylalkyne–alkyne cycloadditions yields benzo [a] fluorenones, which are related to the tetracyclic core of the kinamycins. In the arylalkyne– alkyne cycloadditions, we found a rearrangement that produces benzo [a] fluorenones, in addition to the expected benzo [b] fluorenones. This rearrangement could be suppressed in the presence of phenol, which allowed the synthesis of 4, 9-dimethoxy-2-methyl-11H- ...