Ruthenium-Catalyzed Chlorine Atom Transfer Cyclization of N-Allylic . alpha.-Chloro-α-thioacetamides. Synthesis of (-)-Trachelanthamidine and Formal Total Synthesis of (±)-Haemanthidine and (±)-Pretazettine.-The N-allylic α-chloro-α-thioacetamides (I) and (V) obtained from L-prolinol or the methoxycyclohexene (IV) undergo intramolecular addition reaction in the presence of a Ru catalyst to produce the bicyclic amides (II) and (VI) respectively. The methylthio derivative (IIa) is converted to (-)-trachelanthamidine (III). The hexahydroindole (VII), prepared via (VI), is the key intermediate in the synthesis of racemic haemanthidine and racemic pretazettine. -(ISHIBASHI, H.; UEMURA, N.; NAKATANI, H.; OKAZAKI, M.; SATO, T.; NAKAMURA, N.; IKEDA, M.; J.
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