Chiral Guanidine Catalyzed Annulation to the Core Structure of (‐)‐Huperzine A

A bridged bicyclic compound (7), the key intermediate for the synthesis of (-)-huperzine A (1), was prepared by diastereoselective Michael-aldol annulation of β-keto ester (4) catalyzed by chiral guanidine (2). A variety of chiral catalysts, substrates and reaction conditions were tested.

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