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  • Title: Synthetic approach toward the total synthesis of kempane diterpenes via transannular Diels-Alder strategy.
    Author: Caussanel F, Wang K, Ramachandran SA, Deslongchamps P.
    Journal: J Org Chem; 2006 Sep 15; 71(19):7370-7. PubMed ID: 16958532.
    Abstract:
    Total syntheses of two new (+/-)-kempane derivatives 30 and 47 were achieved with transannular Diels-Alder reaction (TADA) serving as the key step for the stereoselective formation of tricyclic [6.6.5] system 3. This synthetic approach also reveals that the geometry of the C3 group of such a tricyclic system plays an important role for the formation of the seven-membered kempane skeleton.
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