Oxidative Coupling of (−)-Sclareol and Related Diols Leading to Oxepane Terpenoids
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Bouanou, Hanane; Gil, Juan A.; Alvarez-Manzaneda Roldán, Ramón Jesús; Chahboun, Rachid; Alvarez-Manzaneda, EnriqueFecha
2016-09-30Resumen
Treatment of (−)-sclareol and related compounds with lead tetraacetate affords tetracyclic compounds bearing a 2,8-
dioxabicyclo[5.2.0]nonane moiety with complete regio- and stereoselectivity. This process, which is also applicable to 1,5-diols with a
similar substitution pattern, facilitates the development of efficient syntheses toward oxepane terpenoids, such as aplysistatin derivatives.