A unified strategy for accessing the core structure of diterpenoids has been developed, enabling the formal synthesis of (-)-erinacine B. The key feature includes an organocatalyzed asymmetric intramolecular vinylogous aldol reaction for convergently building up the 5-6-6 tricyclic ring system. This strategy also highlights a hydroxyl-directed cyclopropanation/ring opening sequence to stereoselectively set up 1,4- and - angular-methyl quaternary carbon centers.
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http://dx.doi.org/10.1039/d3cc01935g | DOI Listing |
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