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Communication | Special issue | Vol 18, No. 1, 1982, pp.149-152
Published online, 1st January, 1970
DOI: 10.3987/S(B)-1982-01-0149
Synthesis of Naturally Occurring (R)-(+)-Muscopyridine

Kiitiro Utimoto,* Sadao Kato, Michio Tanaka, Yukihisa Hoshino, Sadao Fujikura, and Hitosi Nozaki

*Department of Industrial Chemistry, Faculty of Engineering, Kyoto University, Yoshida, Sakyou-ku, Kyoto 606-8501, Japan


Incorporation of the chiral center of (R)-4-methyl-5-hexenyl tosylate gives the title compound. The synthesis establishes the absolute configuration of the natural product. The title compound is also obtained from (Z)-1,2-dehydromuscopyridine by asymmetric reduction with chiral alkylboranes.