Journal
CHEMICAL COMMUNICATIONS
Volume 50, Issue 86, Pages 13100-13102Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c4cc05116e
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Funding
- Spanish Ministry of Science and Innovation [CTQ2009-09932]
- Regional Government of Andalucia [P07-FQM-03101, P11-CTS-7651, FQM-348]
- Spanish Ministry of Science and Innovation
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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 alpha, beta-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.
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