Tandem single-step construction of chiral hexahydrophenanthrenes: a concise route to (+)-ferruginol |
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| Authors: | Nagata H Miyazawa N Ogasawara K |
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| Institution: | Pharmaceutical Institute, Tohoku University, Aobayama, Sendai 980-8578, Japan. |
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| Abstract: | An efficient enantio- and diastereocontrolled construction of hydrophenanthrenes having either a quaternary or a tertiary benzylic stereogenic center has been developed by employing a tandem retro-aldol and intramolecular Friedel-Crafts alkylation sequence. Its application to a diastereocontrolled synthesis of an abietane diterpenoid (+)-ferruginol has also been demonstrated. |
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