A short route towards merosesquiterpenes with a benzoxanthene skeleton
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Fernández, Antonio; Alvarez, Esteban; Alvarez-Manzaneda Roldán, Ramón Jesús; Chahboun, Rachid; Alvarez-Manzaneda, EnriqueDate
2014-09-03Abstract
A short synthetic sequence for the preparation of merosesquiterpenes with a benzoxanthene skeleton starting from commercial (-)-sclareol is reported. The D ring of the target compound is obtained through a Diels–Alder cycloaddition, involving a dienoldiether derived from a tricyclic α,β-enone synthesized in two steps from the starting diterpene. Utilizing this procedure, the preparation of (+)-hongoquercin A and the first synthesis of (+)-cyclospongiaquinone-1 were achieved.