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Communication | Regular issue | Vol 16, No. 8, 1981, pp.1291-1294
Published online, 1st January, 1970
DOI: 10.3987/R-1981-08-1291
Chiral Route to Some Alkaloids through Asymmetric Iodolactonization

Seiichi Takano,* Chikara Murakata, Yoko Imamura, Nobuhiko Tamura, and Kunio Ogasawara

*Pharmaceutical Institute, Tohoku University, Aobayama, Sendai 980-8578, Japan

Abstract

Three chiral γ-lactone derivatives (1), (2), and (3), leading to chiral synthesis of three alkaloids, (-)-secopandoline (4), (-)-quebrachamine (5), and (+)-mesembrine (6), have been synthesized through the asymmetric iodolactonization of the amides (8) from the symmetric carboxylic acids (7) and the chiral amines.