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■ Total Synthesis of (±)-19,20-Dehydroyohimbines

Okiko Miyata, Yumiko Hirata, Takeaki Naito, and Ichiya Ninomiya*

*Kobe Women’s College of Pharmacy, Motoyamakita, Higashinad, Kobe, Hyogo 658, Japan

Abstract

The first total synthesis of three (±)-19,20-dehydroyohimbines (4), (5), and (6) was achieved according to the route involving regioselective acylation of 18,19-dehydroalloyohimbone (1) followed by selective migration of a double bond from the conjugated position to the unconjugated 19-20 position.