Abstract

Diastereoselective ring-closing metathesis (RCM) was used to create a quaternary stereogenic center induced by protected hydroxyl groups. The initial stereogenic center was conveniently installed by Sharpless asymmetric epoxidation. The chiral RCM product cyclohexene was converted into a key chiral precursor used for the total synthesis of indole-containing alkaloid (-)-eburnamonine.

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