Sesquiterpenoids drimane-type synthesi

TOTAL SYNTHESIS OF BIOLOGICALLY INTRIGUING DRIMANE-TYPE SESQUITERPENOIDS VIA INTRAMOLECULAR DIELS-ALDER APPROACHES... 

Total Synthesis of Biologically Intriguing Drimane-Type Sesquiterpenoids Via Intramolecular Diels-Alder Approaches... 

The robustness of the method was further demonstrated by Yang and co-workers, who used it first in the synthesis of drimane-type sesquiterpenoids such as marasmene (40, Scheme 14) [108]. In this case, the required ketoester was obtained via conjugate addition of an organocuprate onto Michael acceptor 37. Later, Yang and co-workers also used the methodology for the synthesis of compounds 41 and 42 used in the total syntheses of (—)-lingzhiol and a fragment of azadirachtin, respectively [109, 110]. 

In 2011, Yang and coworkers developed a unified strategy for the synthesis of drimane-type sesquiterpenoids based on an enabling gold-catalyzed tandem reaction (Scheme 13.26) [31], This strategy accomplished the first total synthesis of maras-mene and other analogs of drimane-type sesquiterpenoids. 

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