A short synthetic route towards merosesquiterpenes with a benzoxanthene skeleton
- 3 September 2014
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Chemical Communications
- Vol. 50 (86), 13100-13102
- https://doi.org/10.1039/c4cc05116e
Abstract
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.Keywords
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